Name: 38941-47-8|Cyclohexanecarbohydrazide|95%
Brand: Ambeed
SKU: A615441
Price: 15.0 USD
Availability: InStock
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1
[ 3289-28-9 ]
[ 38941-47-8 ]

Yield	Reaction Conditions	Operation in experiment
94%	With hydrazine hydrate at 20℃; Reflux;
86%	With hydrazine hydrate In ethanol for 10.25h; Cooling with ice; Reflux;	3 Cyclohexanecarboxylicacid ethyl ester 7 (1.5g, 9.6mmol) was dissolved in15mL of ethanol, then under ice-cooling was slowly added dropwise with hydrazine hydrate (1.9g, 38.5mmol), after the addition was complete, it was stirred at room temperature for 15min, then heated under reflux for 10h. After completion of the reaction, ethanol was removed by rotary evaporation, poured into water, extracted with ethyl acetate, the organic phase was dried and concentrated to give the desired product 8 (1.2g, 86%), without purification into the next step.
	With hydrazine hydrate

	With hydrazine In ethanol for 3h; Heating;
	With hydrazine hydrate
	With hydrazine hydrate at 80℃;	b. Preparation of acyl hydrazine B General procedure: At first several different acyl hydrazines B were synthesized. To do this, we have started with corresponding carboxylic acid A in solvent EtOH (2mL/mmol), 4 equivalents of thionyl chloride (SOCl2) was added drop wise at room temperature and refluxed with stirring for 5-12 h (monitored by TLC). SOCl2 and EtOH were evaporated. Water was added to the crude mixture, extracted with dichloromethane (DCM) and dried with anhydrous Na2SO4. DCM was evaporated and the residue was dried at high vacuum which provided the ethyl ester of the corresponding carboxylic acid A. The ester was added drop wise to hydrazine hydrate (NH2NH2.H2O) (5mmol/1mmol of ethyl carboxylate) and heated at 80 °C for 5-20 h (monitored by TLC) and allowed to stand for 12 h. If solid appeared it was filtered off and the residue was dried in high vacuum at 80 °C for 12 h. If solid was not obtained, the reaction mixture was freezed and again brought to the room temperature. Solid thus obtained was filtered off and the residue was dried in high vacuum at 80 °C for 12 h that leads us different acyl hydrazine B corresponding to the starting carboxylic acid A.
	With hydrazine hydrate In ethanol at 100℃; Sealed tube;	General procedure: The ester was then solubilized in EtOH and treated with hydrazine, hydrate (5 equiv.). The mixture was refluxed overnight and solvents were evaporated. Diethyl ether was added and the formed precipitate was filtered and washed with the same solvent to yield the expected hydrazide compound as a powder.

Reference： [1]Jansen, Michaela; Rabe, Holger; Strehle, Axelle; Dieler, Sandra; Debus, Fabian; Dannhardt, Gerd; Akabas, Myles H.; Lüddens, Hartmut [Journal of Medicinal Chemistry, 2008, vol. 51, # 15, p. 4430 - 4448]
[2]Current Patent Assignee: NANJING DRUM TOWER HOSPITAL; JIANGSU AIFAN BIOLOGICAL PHARMACEUTICAL; JIANGNAN UNIVERSITY - CN105481765, 2016, A Location in patent: Paragraph 0042; 0043; 0044
[3]Olsen; Enkemeyer [Chemische Berichte, 1948, vol. 81, p. 359]
[4]Cave; Galons; Miocque; Rinjard; Tran; Binet [European Journal of Medicinal Chemistry, 1990, vol. 25, # 1, p. 75 - 79]
[5]Location in patent: scheme or table Ghani, Usman; Ullah, Nisar [Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 11, p. 4042 - 4048]
[6]Chanda, Tanmoy; Chowdhury, Sushobhan; Anand, Namrata; Koley, Suvajit; Gupta, Ashutosh; Singh, Maya Shankar [Tetrahedron Letters, 2015, vol. 56, # 8, p. 981 - 985]
[7]Gavara, Laurent; Legru, Alice; Verdirosa, Federica; Sevaille, Laurent; Nauton, Lionel; Corsica, Giuseppina; Mercuri, Paola Sandra; Sannio, Filomena; Feller, Georges; Coulon, Rémi; De Luca, Filomena; Cerboni, Giulia; Tanfoni, Silvia; Chelini, Giulia; Galleni, Moreno; Docquier, Jean-Denis; Hernandez, Jean-François [Bioorganic Chemistry, 2021, vol. 113]

2
[ 100-52-7 ]
[ 38941-47-8 ]
(E)-N'-(benzylidene)cyclohexylcarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.
99%	With hydrogenchloride In ethanol at 20℃; for 1.51667h;
90%	With water; acetic acid In neat (no solvent) at 20℃; for 0.0333333h; Green chemistry; stereoselective reaction;

With ethanol

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]
[2]Costa, Fanny Nascimento; Da Silva, Tiago F.; Silva, Eduardo Miguez B.; Barroso, Regina C. R.; Braz, Delson; Barreiro, Eliezer J.; Lima, Lídia Moreira; Punzo, Francesco; Ferreira, Fabio Furlan [RSC Advances, 2015, vol. 5, # 50, p. 39889 - 39898]
[3]Dos Santos Filho, José Maurício; Pinheiro, Savio Moita [Green Chemistry, 2017, vol. 19, # 9, p. 2212 - 2224]
[4]Olsen; Enkemeyer [Chemische Berichte, 1948, vol. 81, p. 359]

3
[ 123-11-5 ]
[ 38941-47-8 ]
(E)-N'-(4-methoxybenzylidene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.
	With ethanol

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]
[2]Olsen; Enkemeyer [Chemische Berichte, 1948, vol. 81, p. 359]

4
[ 90-02-8 ]
[ 38941-47-8 ]
N'-[(2-hydroxyphenyl)methylidene]cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
34.5%	With acetic acid In ethanol for 4h; Reflux;
	With ethanol
	In ethanol Reflux;	c. Preparation of hydrazide D General procedure: As per requirement, different acyl hydrazine B was refluxed for 3-8 hours in ethanol with 1 equivalent of different substituted ortho-hydroxyacylbenzene C. After completion of the reaction (monitored by TLC) ethanol was evaporated and the crude was washed with hexane and dried in high vacuum which provided pure hydrazide D.

Reference： [1]Popiolek, Lukasz; Stefaska, Joanna; Kielczykowska, Malgorzata; Musik, Irena; Biernasiuk, Anna; Malm, Anna; Wujec, Monika [Journal of Heterocyclic Chemistry, 2016, vol. 53, # 2, p. 393 - 402]
[2]Olsen; Enkemeyer [Chemische Berichte, 1948, vol. 81, p. 359]
[3]Chanda, Tanmoy; Chowdhury, Sushobhan; Anand, Namrata; Koley, Suvajit; Gupta, Ashutosh; Singh, Maya Shankar [Tetrahedron Letters, 2015, vol. 56, # 8, p. 981 - 985]

5
[ 38941-47-8 ]
[ 1122-56-1 ]

Yield	Reaction Conditions	Operation in experiment
43%	With tin; phosphoric acid; boric acid; oxalic acid; pyrographite; acetic acid In ethanol; water at 70℃; Electrolysis;
	With ethanol; nickel
	With hydrogenchloride; sodium nitrite

Reference： [1]Location in patent: experimental part Mentel, Matthias; Beier, Matthias J.; Breinbauer, Rolf [Synthesis, 2009, # 9, p. 1463 - 1468]
[2]Ainsworth [Journal of the American Chemical Society, 1954, vol. 76, p. 5774]
[3]Honzl,J.; Rudinger,J. [Collection of Czechoslovak Chemical Communications, 1961, vol. 26, p. 2333 - 2344]

6
[ 6996-92-5 ]
[ 38941-47-8 ]
[ 1666-13-3 ]
[ 60718-41-4 ]

Yield	Reaction Conditions	Operation in experiment
1: 62 mg 2: 86%	With triphenylphosphine In dichloromethane for 0.5h;

Reference： [1]Back, Thomas G.; Collins, Scott; Ker, Russell G. [Journal of Organic Chemistry, 1981, vol. 46, p. 1564 - 1570]

7
[ 6996-92-5 ]
[ 38941-47-8 ]
[ 4630-82-4 ]
[ 60718-41-4 ]
[ 98-89-5 ]

Reference： [1]Journal of Organic Chemistry,1981,vol. 46,p. 1564 - 1570

8
[ 38941-47-8 ]
[ 5814-04-0 ]

Yield	Reaction Conditions	Operation in experiment
50%	With bis(3-(trifluoromethyl)benzenesulfonyl) peroxide In dichloromethane at 25℃; for 3h;

Reference： [1]Hoffman, Robert V.; Kumar, Anil [Journal of Organic Chemistry, 1984, vol. 49, # 21, p. 4014 - 4017]

9
[ 4630-82-4 ]
[ 38941-47-8 ]

Yield	Reaction Conditions	Operation in experiment
79%	With hydrazine hydrate; In ethanol; for 48h;Reflux;	Hydrazine hydrate (64%, 1.36 mL, 28.13 mmol) was added to a solution of methylcyclohexanecarboxylate (27, 1.00 g, 7.03 mmol) in absolute ethanol (5 mL). The reaction mixture waskept under reflux for 48 h, whenupon infrared (IR) spectroscopy indicated the end of the reaction.Next, the ethanol was almost totally evaporated under reduced pressure. Ice was added to the residueand the resulting precipitate was filtered out affording the title compound in 79% yield, as whitecrystals, m.p. 154-156 C. 1H-NMR (200 MHz, DMSO-d6, TMS) (ppm): 8.85 (s, 1H, CONH), 4.04 (s,2H, NH2), 2.01 (m, 1H, cyclohexyl), 1.65 (m, 5H, cyclohexyl), 1.35 (m, 5H, cyclohexyl). 13C-NMR(50 MHz, DMSO-d6, TMS) (ppm): 174.92 (NC=O), 42.35 (1C, cyclohexyl), 29.19 (2C, cyclohexyl),25.43 (1C, cyclohexyl), 25.33 (2C, cyclohexyl). IR (KBr) (cm.1): 3311, 3195 (NH); 2930 (CH);1629 (C=O).
75%	With hydrazine; In methanol;Heating / reflux;	A solution of methyl-cyclohexane carboxylate (20 g, 140.65 mmol) and hydrazine monohydrate (35 ml, 703.25 mmol) in MeOH (100 ml) was refluxed overnight. The mixture was concentrated to dryness and the residue was partitioned between saturated aqueous sodium bicarbonate and DCM. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated (14.35 g, 75%). A portion of the resulting hydrazide 1 (2.6 g, 18.28 mmol) was dissolved in acetone (100 ml) and the solution was refluxed overnight. The solution was concentrated to dryness. The residue was dissolved in TFA (30 ml) and treated with triethylsilane (5.83 ml, 36.56 mmol) at 60 C. overnight. The reaction mixture was concentrated under reduced pressure and the residue was partitioned between 1N NaOH and DCM. The organic layer was washed with brine, dried over sodium sulfate and concentrated under vacuum to afford the product as a white solid (2.0 g, 61%).
58%	With hydrazine hydrate; In ethanol; at 80℃; for 9h;	First, 5.0 g of methyl cyclohexanecarboxylate and 50 mLof ethanol were put in a 100 mL three-neck flask, and stirred. Then, 5 niL of hydrazine monohydrate was added to this mixed solution, and heated and stirred at 80 C for 9 hours to be reacted. The reaction mixture was added to 100 mL of water, and a white solid was precipitated. Ethyl acetate was added to this suspension, whereby an organic layer and an aqueous layer were separated. The resulting organic layer was washed with saturated saline, and then anhydrous magnesium sulfate was added to the organic layer for drying. The resulting mixture was subjected to gravity filtration, and the filtrate was concentrated, so that cyclohexanohydrazide was prepared (a white solid, yield: 58 %). The synthetic scheme of Step 1 is shown by (a-3).[0199]

	With hydrazine hydrate; In ethanol;	Example P Cyclohexane carboxylic acid hydrazide Following the method of Example M, methyl cyclohexane carboxylate (14.2 g, 0.10 mole) and hydrazine monohydrate (7.25 ml, 0.15 mole) in ethanol (100 ml) gave the product by triturating the residual oil with ether/hexane and recrystallizing with ethyl acetate/hexane to give a solid with melting point 149-153C (3.59 g, 25%).
	With hydrazine; In methanol; at 65℃;	To a solution of (5-oxo-1-phenyl-4,5-dihydro-2,3,6,10b-tetraaza-benzo[e]azulen-6-yl)-acetic acid tert-butyl ester (Preparation 13(B)) (3.66 g, 9.37 mmol) in toluene (94 mL) was added 1H-indole-3-carbaldehyde (1.63 g, 11.2 mmol) and piperidine (2.78 mL, 28.1 mmol). The reaction was heated to 110C in a Soxhlet for 10 hours and was stirred at room temperature for 24 hours. The precipitate was filtered and was washed with toluene to provide 6.47 g of [4-(1H-indol-3-ylmethylene)-5-oxo-1-phenyl-4,5-dihydro-2,3,6,10b-tetraaza-benzo[e]azulen-6-yl]-acetic acid tert-butyl ester. MS 518.5 (M+1).

Reference： [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 2362 - 2380
[2]Molecules,2015,vol. 20,p. 3067 - 3088
[3]RSC Advances,2015,vol. 5,p. 39889 - 39898
[4]Patent: US2006/178532,2006,A1 .Location in patent: Page/Page column 8
[5]Patent: WO2011/52516,2011,A1 .Location in patent: Page/Page column 64
[6]Arzneimittel-Forschung/Drug Research,1996,vol. 46,p. 1082 - 1085
[7]Patent: EP323737,1989,A1
[8]Patent: US2005/267100,2005,A1 .Location in patent: Page/Page column 47

10
[ 49799-49-7 ]
[ 38941-47-8 ]
1-cyclohexyl-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepin-5(6H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In acetic acid at 120℃; for 2.5h;	4.B Preparation of 1-Cyclohexyl-4H,6H-2,3,6,10b-tetraaza-benzo[e]azulen-5-one Preparation 4(B) Preparation of 1-Cyclohexyl-4H,6H-2,3,6,10b-tetraaza-benzo[e]azulen-5-one To a solution of 4-ethoxy-1,3-dihydro-benzo[b][1,4]diazepin-2-one (Preparation 3(A) (5 g, 24.5 mmol) in glacial acetic acid (75 mL) was added cyclohexanecarboxylic acid hydrazide (Preparation 14) (3.5 g, 24.5 mmol). The reaction was heated at 120° C. for 2.5 hours, was cooled to room temperature, and EtOAc (50 mL), water (50 mL) and aqueous NaHCO3 (50 mL) were added. The mixture was stirred for 5 minutes and Et2O was added (125 mL). The suspension was stirred for 15 minutes and the solids were removed by filtration with the aid of Et2O to provide 5.92 g of 1-cyclohexyl-4H,6H-2,3,6,10b-tetraaza-benzo[e]azulen-5-one. 1H NMR (CDCl3) δ 8.36 (s, NH), 7.50 (m, 1H), 7.41 (m, 2H), 7.30 (d, 1H), 4.13 (d, 1H), 3.47 (d, 1H), 2.87 (m, 1H), 2.24 (d, 1H), 2.00 (m, 2H), 1.72-1.51 (m, 4H), 1.33 (m, 2H), 1.16 (m, 1H); MS 283.4 (M+1), 281.3 (M-1).

Reference： [1]Current Patent Assignee: PFIZER INC - US2005/267100, 2005, A1 Location in patent: Page/Page column 42

11
[ 622-78-6 ]
[ 38941-47-8 ]
4-benzyl-5-cyclohexyl-4H-1,2,4-triazole-3-thiol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; sodium In ethanol	37 3-Mercapto-4-benzyl-5-cyclohexyl-1,2,4-triazole Example 37 3-Mercapto-4-benzyl-5-cyclohexyl-1,2,4-triazole Following the method of Example 18, benzyl isothiocyanate (3.32 ml, 0.025 mole), cyclohexane carboxylic acid hydrazide (3.59 g, 0.0252 mole), and sodium ethoxide [from sodium (1.15 g, 0.05 mole) in ethanol (50 ml)] gave the product after removing the ethanol under vacuum, diluting the residue with water and acidifying with 10% hydrochloric acid. The crude product was recrystallized three times from ethanol to give a solid with melting point 171-172°C (3.28 g, 49%).

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - EP323737, 1989, A1

12
[ 32315-10-9 ]
[ 38941-47-8 ]
5-cyclohexyl-3H-[1,3,4]oxadiazol-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	In dichloromethane at 0℃; Inert atmosphere; Reflux;

Reference： [1]Location in patent: experimental part Jansen, Michaela; Rabe, Holger; Strehle, Axelle; Dieler, Sandra; Debus, Fabian; Dannhardt, Gerd; Akabas, Myles H.; Lüddens, Hartmut [Journal of Medicinal Chemistry, 2008, vol. 51, # 15, p. 4430 - 4448]

13
[ 56932-61-7 ]
[ 38941-47-8 ]
[ 1048973-51-8 ]

Yield	Reaction Conditions	Operation in experiment
45%	With acetic acid In tetrahydrofuran; ethanol at 20℃; for 24h;

Reference： [1]Location in patent: experimental part Diaz, Philippe; Xu, Jijun; Astruc-Diaz, Fanny; Pan, Hao-Min; Brown, David L.; Naguib, Mohamed [Journal of Medicinal Chemistry, 2008, vol. 51, # 16, p. 4932 - 4947]

14
[ 1103774-08-8 ]
[ 38941-47-8 ]
[ 1103774-47-5 ]

Yield	Reaction Conditions	Operation in experiment
70%	With acetic acid In tetrahydrofuran; ethanol at 20℃; for 24h;

Reference： [1]Location in patent: experimental part Diaz, Philippe; Phatak, Sharangdhar S.; Xu, Jijun; Astruc-Diaz, Fanny; Cavasotto, Claudio N.; Naguib, Mohamed [Journal of Medicinal Chemistry, 2009, vol. 52, # 2, p. 433 - 444]

15
[ 1103774-11-3 ]
[ 38941-47-8 ]
[ 1103774-32-8 ]

Yield	Reaction Conditions	Operation in experiment
32%	With acetic acid In tetrahydrofuran; ethanol at 20℃; for 24h;

Reference： [1]Location in patent: experimental part Diaz, Philippe; Phatak, Sharangdhar S.; Xu, Jijun; Astruc-Diaz, Fanny; Cavasotto, Claudio N.; Naguib, Mohamed [Journal of Medicinal Chemistry, 2009, vol. 52, # 2, p. 433 - 444]

16
[ 1258504-61-8 ]
[ 38941-47-8 ]
[ 1258502-41-8 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2-(2-(5-chloro-1H-indol-3-yl)ethylamino)-2-oxoacetyl chloride; cyclohexanecarbohydrazide With triethylamine In dichloromethane at 0 - 20℃; for 2h; Stage #2: With p-toluenesulfonyl chloride In dichloromethane at 20℃;	99 EXAMPLE 99 - PREPARATION OF Λ/-(2-(5-Chloro-1 H-indol-3-yl)ethyl)-5-cyclohexyl-1 ,3,4-oxadiazole-2-carboxamide.; To a suspension of 2-(2-(5-chloro-1 H-indol-3-yl)ethylamino)-2-oxoacetic acid (0.920 mg; 3.45 mmol) in chloroform (50 mL) was added thionyl chloride (2.51 mL; 34.50 mmol) and the mixture was stirred at 80 0C for 3 h and was then evaporated to dryness. The resulting 2-(2-(5-chloro-1 /-/-indol-3-yl)ethylamino)-2-oxoacetyl chloride (0.480 g; 1.68 mmol) was dissolved in dichloromethane (12mL) and a mixture of triethylamine (0.945 mL; 6.73 mmol) and cyclohexanecarboxylic acid hydrazide (0.232 g; 1.60 mmol) in dichloromethane (8 mL) was added at 0 0C. The mixture was stirred at room temperature for 2 h and p-toluenesulfonyl chloride (0.324 g, 1.68 mmol) was added. The resulting mixture was stirred overnight at room temperature, diluted with dichloromethane, washed with an aqueous solution of sodium carbonate, and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel (eluent: 12 to 100% ethyl acetate in heptane) to give 0.0088g (1.40%) of Λ/-(2-(5-chloro-1 H-indol-3- yl)ethyl)-5-cyclohexyl-1 ,3,4-oxadiazole-2-carboxamide as a white solid. ESI/APCI(+) : 373 (M+H), 395(M+Na). ESI/APCK-): 371 (M-H).

Reference： [1]Current Patent Assignee: KATHOLIEKE UNIVERSITEIT LEUVEN; REMYND - WO2010/142801, 2010, A1 Location in patent: Page/Page column 239-240

17
[ 1356089-38-7 ]
[ 38941-47-8 ]
[ 1394819-44-3 ]

Yield	Reaction Conditions	Operation in experiment
57%	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃; for 4h;	52 Example 52Cyclohexanecarboxylic acid N'- {2-[4-((E)-2-cyano-ethenesulfonyl)-phenyl]-2-methyl- propiony 1 } -hy drazide 2-[4-((E)-2-Cyano-ethenesulfonyl)-phenyl]-2-methyl-propionic acid (131 mg, 0.469 mmol), cyclohexanecarboxylic acid hydrazide (72.0 mg, 0.506 mmol), N-(3- dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (119 mg, 0.621 mmol) and 1- hydroxybenzotriazole (7.0 mg, 0.052 mmol) were combined in acetonitrile (3.0 mL) and stirred at room temperature. After 4h, the mixture was diluted with DMSO (0.4 mL), filtered and purified by mass-directed HPLC (25-85% MeCN:Water, TFA modifier) to afford Cyclohexanecarboxylic acid N'-{2-[4-((E)-2-cyano-ethenesulfonyl)-phenyl]-2- methyl-propionyl} -hydrazide (108 mg, 57%) as a white lyophilate. MS: 404 (M+H); 1H- NMR (DMSO-d6, 400 MHz) δ 9.52 (s, 1H), 9.39 (s, 1H), 8.24 (d, 1H, J = 15.6 Hz), 7.86 (d, 2H, J = 8.7 Hz), 7.73 (d, 2H, J = 8.7 Hz), 6.90 (d, 1H, J = 15.6 Hz), 2.15 (m, 1H), 1.6- 1.7 (m, 5H), 1.50 (s, 6H), 1.1-1.4 (m, 5H).
57%	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃; for 4h;

Reference： [1]Current Patent Assignee: UNIVERSITY OF UTAH; UNIVERSITY OF HAWAI'I; TEVA PHARMACEUTICAL INDUSTRIES LTD. - WO2012/116151, 2012, A2 Location in patent: Page/Page column 68-69
[2]Shen, Yi; Zificsak, Craig A.; Shea, Jill E.; Lao, Xuegang; Bollt, Oana; Li, Xiufen; Lisko, Joseph G.; Theroff, Jay P.; Scaife, Courtney L.; Ator, Mark A.; Ruggeri, Bruce A.; Dorsey, Bruce D.; Kuwada, Scott K. [Journal of Medicinal Chemistry, 2015, vol. 58, # 3, p. 1140 - 1158]

18
[ 100-52-7 ]
[ 38941-47-8 ]
[ 92492-51-8 ]

Yield	Reaction Conditions	Operation in experiment
87%	Stage #1: benzaldehyde; cyclohexanecarbohydrazide In N,N-dimethyl-formamide at 60℃; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine; eosin y In N,N-dimethyl-formamide at 20℃; for 12h; Irradiation; Inert atmosphere;	General Procedure for the synthesis of 2,5-disubtituted 1,3,4-oxadiazoles 3 from aldehydes and acylhydrazides General procedure: Asolution of an aldehyde 1 (1.0 mmol)and an acylhydrazide 2 (1.0 mmol) inDMF (3 mL) was heated at 60 oCfor 2-4 h to form the corresponding acylhydrazone (as monitored by TLC). Then,eosin Y (2.0 mol%) and iPr2NEt (2.0 equiv.) were addedand the mixture was irradiated with green LEDs (2.6 W, 161 lm) with stirringunder an air atmosphere at rt for 12-20 h. After completion of the reaction(monitored by TLC), water (5 mL) was added and the mixture was extracted withEtOAc (3 × 5 mL). The combined organic phase was dried over MgSO4,filtered and evaporated under reduced pressure. The resulting product waspurified by silica gel column chromatography using a gradient mixture ofhexane/ethyl acetate as eluent to afford an analytically pure sample of 3. All the products are known compoundsand were characterized by the comparison of their spectral data with thosereported in the literature

Reference： [1]Yadav, Arvind K.; Yadav, Lal Dhar S. [Tetrahedron Letters, 2014, vol. 55, # 13, p. 2065 - 2069]

19
C₃₉H₆₀O₈ [ No CAS ]
[ 38941-47-8 ]
C₄₆H₇₂N₂O₈ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With phosphotungstic acid In N,N-dimethyl-formamide at 60℃; for 4h;	3.6.1. Brevenal Derivatives General procedure: In a typical reaction, brevenal was dissolved in DMF and the hydrazide (2 eq) was added, followed by addition of a catalytic amount of tungstophosphoric acid. The reaction mixture was heated at 60 °C for 4 h. The solvents were evaporated under vacuum and the residue was taken up in methanol. The mixture was filtered through a 0.2 μm nylon filter and subjected to purification by HPLC. Desired products were positively identified by HRMS mass spectrometry and NMR. Spectroscopic data collected for all compounds can be found in the supplementary data document.

Reference： [1]Goodman, Allan; McCall, Jennifer R.; Jacocks, Henry M.; Thompson, Alysha; Baden, Daniel; Abraham, William M.; Bourdelais, Andrea [Marine Drugs, 2014, vol. 12, # 4, p. 1839 - 1858]

20
[ 98-89-5 ]
[ 38941-47-8 ]

Yield	Reaction Conditions	Operation in experiment
90.1%	With hydrazine hydrate In ethanol for 3h; Reflux;
	Multi-step reaction with 2 steps 1: thionyl chloride / Reflux 2: hydrazine hydrate / 80 °C
	Multi-step reaction with 2 steps 1: thionyl chloride / 12 h / 0 - 20 °C 2: hydrazine hydrate / methanol

	Multi-step reaction with 2 steps 1: sulfuric acid / 5 h / Reflux 2: hydrazine hydrate / ethanol / 100 °C / Sealed tube
	Stage #1: Cyclohexanecarboxylic acid With sulfuric acid In methanol at 20℃; for 4h; Reflux; Stage #2: With hydrazine hydrate In methanol at 75℃; for 0.5h;	4.1.1. General procedure for the synthesis of hydrazides General procedure: each carboxylic acid (a) (0.02 mol) was refluxed for 4 h in 20.0 mL (0.49 mol) of anhydrous methanol and 0.5 mL (0.01 mol) of sulfuric acid. The reaction mixture was cooled down to room temperature and the hydrazine hydrate 80% (v/v) (10.0 mL, 0.13 mol) was added. The system was maintained by vigorously stirring for more 30 min in reflux. After this period, the mixture was maintained at low temperature to give (b), and was purified from ethyl acetate. The hydrazide intermediate of compounds 1 and 2 were commercially obtained (Sigma-Aldrich, purity of 97%) [47].

Reference： [1]Popiolek, Lukasz; Stefaska, Joanna; Kielczykowska, Malgorzata; Musik, Irena; Biernasiuk, Anna; Malm, Anna; Wujec, Monika [Journal of Heterocyclic Chemistry, 2016, vol. 53, # 2, p. 393 - 402]
[2]Chanda, Tanmoy; Chowdhury, Sushobhan; Anand, Namrata; Koley, Suvajit; Gupta, Ashutosh; Singh, Maya Shankar [Tetrahedron Letters, 2015, vol. 56, # 8, p. 981 - 985]
[3]Wu, Dehua; Song, Jintong; Qu, Lang; Zhou, Weilan; Wang, Lei; Zhou, Xiangge; Xiang, Haifeng [Chemistry - An Asian Journal, 2020, vol. 15, # 20, p. 3370 - 3378]
[4]Gavara, Laurent; Legru, Alice; Verdirosa, Federica; Sevaille, Laurent; Nauton, Lionel; Corsica, Giuseppina; Mercuri, Paola Sandra; Sannio, Filomena; Feller, Georges; Coulon, Rémi; De Luca, Filomena; Cerboni, Giulia; Tanfoni, Silvia; Chelini, Giulia; Galleni, Moreno; Docquier, Jean-Denis; Hernandez, Jean-François [Bioorganic Chemistry, 2021, vol. 113]
[5]De Azevedo, Ricardo Alexandre; Ferreira, Adilson Kleber; Jorge, Salomo Dria; Palace-Berl, Fanny; Pasqualoto, Kerly Fernanda Mesquita; Silva, Marcelo Nunes; Tavares, Leoberto Costa; Teixeira, Sarah Fernandes; Zingales, Bianca; Zorzi, Rodrigo Rocha [European Journal of Medicinal Chemistry, 2015, vol. 96, p. 330 - 339]

21
[ 698-63-5 ]
[ 38941-47-8 ]
N'-((5-nitrofuran-2-yl)methylene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%	In ethanol at 20℃;	4.1.2. General procedure for the synthesis of nitrofurans compounds(c1-c21) General procedure: Compounds highly water soluble were synthesized in 10 mL of ethanol PA (5 mmol) with 5-nitro-2-furaldehyde 98% (1 mmol) and hydrazides (b) (1 mmol), at room temperature, and vigorous stirring for 6-8 h. (see structural elucidation in Supplementary Material) [34]. The compound c21 [-C6H4-2-OC6H5] was identified as a new chemical entity and is described as follows.

Reference： [1]De Azevedo, Ricardo Alexandre; Ferreira, Adilson Kleber; Jorge, Salomo Dria; Palace-Berl, Fanny; Pasqualoto, Kerly Fernanda Mesquita; Silva, Marcelo Nunes; Tavares, Leoberto Costa; Teixeira, Sarah Fernandes; Zingales, Bianca; Zorzi, Rodrigo Rocha [European Journal of Medicinal Chemistry, 2015, vol. 96, p. 330 - 339]

22
[ 38941-47-8 ]
[ 10111-08-7 ]
(E)-N'-((1H-imidazol-2-yl)methylene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	In ethanol; at 20℃; for 2h;	General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Molecules,2015,vol. 20,p. 3067 - 3088

23
[ 3034-50-2 ]
[ 38941-47-8 ]
(E)-N'-((1H-imidazol-5-yl)methylene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

24
[ 872-85-5 ]
[ 38941-47-8 ]
(E)-N'-(pyridin-4-ylmethylene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

25
[ 121-33-5 ]
[ 38941-47-8 ]
(E)-N'-(4-hydroxy-3-methoxybenzylidene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

26
[ 621-59-0 ]
[ 38941-47-8 ]
(E)-N'-(3-hydroxy-4-methoxybenzylidene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

27
[ 120-57-0 ]
[ 38941-47-8 ]
(E)-N'-(benzo[d][1,3]dioxol-5-ylmethylene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

28
[ 86-81-7 ]
[ 38941-47-8 ]
(E)-N'-(3,4,5-trimethoxybenzylidene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

29
[ 120-14-9 ]
[ 38941-47-8 ]
(E)-N'-(3,4-dimethoxybenzylidene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

30
[ 12093-10-6 ]
[ 38941-47-8 ]
(E)-N'-ferrocenylcyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

31
[ 555-16-8 ]
[ 38941-47-8 ]
(E)-N'-(4-nitrobenzylidene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

32
[ 619-66-9 ]
[ 38941-47-8 ]
(E)-4-((2-(cyclohexanecarbonyl)hydrazono)methyl)benzoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
83%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

33
[ 1122-91-4 ]
[ 38941-47-8 ]
(E)-N'-(4-bromobenzylidene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

34
[ 38941-47-8 ]
[ 122-03-2 ]
(E)-N'-(4-isopropylbenzylidene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

35
[ 38941-47-8 ]
[ 100-10-7 ]
(E)-N'-(4-(dimethylamino)benzylidene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

36
[ 98-03-3 ]
[ 38941-47-8 ]
(E)-N'-(thiophen-2-ylmethylene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	In ethanol at 20℃; for 2h;	General Procedure for Preparation of Cyclohexylacylhydrazones 10-26 General procedure: The corresponding aromatic or heteroaromatic aldehyde (2.11 mmol) was added to a solution of cyclohexanecarbohydrazide (28, 0.3 g; 2.11 mmol) in absolute ethanol (21 mL). The mixture was stirred for 2 h at room temperature. At the end of the reaction, the volume of ethanol was partially concentrated at reduced pressure and the resulting mixture was poured into cold water. The precipitate was filtered out, dried under vacuum and then the solid was washed with n-hexane and/or recrystallized from ethanol to give the desired cyclohexyl-N-acylhydrazones 10-26.

Reference： [1]Da Silva, Tiago Fernandes; Jnior, Walfrido Bispo; Alexandre-Moreira, Magna Suzana; Costa, Fanny Nascimento; Da Silva Monteiro, Carlos Eduardo; Ferreira, Fabio Furlan; Barroso, Regina Cely Rodrigues; Nol, Francois; Sudo, Roberto Takashi; Zapata-Sudo, Gisele; Lima, Ldia Moreira; Barreiro, Eliezer J. [Molecules, 2015, vol. 20, # 2, p. 3067 - 3088]

37
[ 75-15-0 ]
[ 38941-47-8 ]
5-(cyclohexyl)-1,3,4-oxadiazole-2-thiol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With potassium hydroxide In ethanol for 30h; Reflux;
39%	With potassium hydroxide In ethanol at 70℃; Inert atmosphere;	4.12 4.1.2.12 Synthesis of 5-(cyclohexyl)-1,3,4-oxadiazole-2-thiol (4e) To solution of synthesized 99 cyclohexyl hydrazide 3e (0.5g, 3.52mmol) in 21 ethanol, 22 potassium hydroxide (0.25g, 4.46mmol) and 19 carbon disulfide (1.3g, 17.1mmol) were added at room temperature and under a nitrogen atmosphere. The reaction mixture was then heated to 70°C overnight. The reaction mixture was evaporated in vacuo and acidified to pH 5 with 2M HCl. The aqueous layer was extracted with ethyl acetate (3×50mL) and organics were dried (MgSO4) and concentrated in vacuo to yield 23 5-(cyclohexyl)-1,3,4-oxadiazole-2-thiol (4e) as colorless oil; yield 0.25mg (39%) MS (ESI) m/z (%): 185.1 [M+H]+. 1H NMR (400MHz, DMSO-d6) δ 2.77 (tt, J=10.9, 3.7Hz, 1H), 1.94-1.87 (m, 2H), 1.71-1.55 (m, 3H), 1.45-1.16 (m, 5H).

Reference： [1]Karabanovich, Galina; Zemanová, Júlia; Smutný, Tomáš; Székely, Rita; Šarkan, Michal; Centárová, Ivana; Vocat, Anthony; Pávková, Ivona; Čonka, Patrik; Němeček, Jan; Stolaříková, Jiřina; Vejsová, Marcela; Vávrová, Kateřina; Klimešová, Věra; Hrabálek, Alexandr; Pávek, Petr; Cole, Stewart T.; Mikušová, Katarína; Roh, Jaroslav [Journal of Medicinal Chemistry, 2016, vol. 59, # 6, p. 2362 - 2380]
[2]Kummari, Lalith K.; Butler, Mark S.; Furlong, Emily; Blundell, Ross; Nouwens, Amanda; Silva, Alberto B.; Kappler, Ulrike; Fraser, James A.; Kobe, Bostjan; Cooper, Matthew A.; Robertson, Avril A.B. [Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 20, p. 5408 - 5419]

38
7-[1-(tert-butoxycarbonyl)piperidin-4-yl]-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid [ No CAS ]
[ 38941-47-8 ]
tert-butyl 4-(3-[2-(cyclohexylcarbonyl)hydrazinyl]carbonyl}-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidin-7-yl)piperidine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 16h;	340A Example 340A Tert-butyl 4-(3-{ [2-(cyclohexylcarbonyl)hydrazinyl]carbonyl}-5-oxo-4,5-dihydropyrazolo[l,5- a]pyrimidin-7-yl)piperidine- 1 -carbox late 7-[l-(tert-butoxycarbonyl)piperidin-4-yl]-5-oxo-4,5-dihydropyrazolo[l,5-a]pyrimidine-3-carboxylic acid (150 mg, 414 μιηο) and cyclohexanecarbohydrazide (88.3 mg, 621 μιηο) were dissolved in N,N- Dimethylformamid (1.5 ml, 19 mmol). N,N-Diisopropylethylamine (220 μ, 1.2 mmol) and HATU (266 mg, 621 μιηο) were added and the mixture was stirred at RT for 16 h. Purification via revere phase HPLC (Method: Reprosil C18; 10 μιη; 125x30 mm / flow: 50 ml/min / solvents: A = water (0,01% formic acid), B = acetonitrile / gradient: : 0.00-5.00 min = 20%B, 6.50min = 40%B, 17.0-19.75min = 100%B, 19.75.00-23.00min = 40%B) afforded the desired product after drying in vacuo.The obtained amount was 128.9 mg (90 % purity, 58 % of theory). LC-MS (Method IB): Rt = 0.90 min; MS (ESIpos): m/z = 487 [M+H]+ 1H-NMR (500 MHz, DMSO-d6) delta [ppm]: 1.150 (0.12), 1.157 (0.16), 1.181 (0.21), 1.206 (0.19), 1.216 (0.21), 1.240 (0.38), 1.246 (0.30), 1.261 (0.26), 1.266 (0.33), 1.287 (0.17), 1.352 (0.18), 1.376 (0.39), 1.415 (16.00), 1.442 (0.23), 1.445 (0.26), 1.519 (0.13), 1.540 (0.32), 1.562 (0.26), 1.585 (0.13), 1.620 (0.21), 1.644 (0.21), 1.725 (0.87), 1.746 (0.77), 1.960 (0.36), 1.983 (0.32), 2.219 (0.09), 2.225 (0.15), 2.231 (0.10), 2.242 (0.17), 2.248 (0.28), 2.254 (0.17), 2.265 (0.10), 2.271 (0.13), 2.276 (0.08), 2.859 (0.14), 4.079 (0.26), 4.095 (0.25), 6.011 (0.16), 8.337 (0.28), 9.766 (0.13), 10.083 (0.09), 10.821 (0.13).

Reference： [1]Current Patent Assignee: BAYER AG - WO2016/71216, 2016, A1 Location in patent: Page/Page column 342

39
[ 38941-47-8 ]
[ 708-06-5 ]
2-hydroxy-1-naphthaldehyde cyclohexanoylhydrazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%	In ethanol at 20℃; for 3.25h; Reflux;	3 Compound 8 (1.0g, 7.0mmol) was dissolved in 10mL of ethanol, then was added with 2-hydroxy-1-naphthaldehyde (1.4g, 8.4mmol), stirred at room temperature for 15min, heated under reflux for 3h. Cooled, the solid precipitate was filtered, the filter cake washed with petroleum ether to obtain the desired product, 2-hydroxy-1-naphthaldehydecyclohexanoylhydrazone (9). (0.94g, 45%)

Reference： [1]Current Patent Assignee: JIANGSU AIFAN BIOLOGICAL PHARMACEUTICAL; JIANGNAN UNIVERSITY; NANJING DRUM TOWER HOSPITAL - CN105481765, 2016, A Location in patent: Paragraph 0042; 0043; 0045; 0046

40
3-bromo-1-methyl-1H-indole-5-carboxylic acid [ No CAS ]
[ 38941-47-8 ]
3-bromo-N'-(cyclohexanecarbonyl)-1-methyl-1H-indole-5-carbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	Stage #1: 3-bromo-1-methyl-1H-indole-5-carboxylic acid With N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: cyclohexanecarbohydrazide at 20℃; for 2h;	413.A Example A. Preparation of 3-bromo-N'-(cyclohexanecarbonyl)-1-methyl-lH-indole-5-carbohydrazide To a solution of 3-bromo-1-methyl-1H-indole-5-carboxylic acid (75 mg, 0.30mmol) and DIPEA (100 mg, 0.78 mmol) in DMF (2 mL) was added HATU (120 mg, 0.32mmol). The reaction mixture was stirred at RT for 10 min then cyclohexanecarbohydrazide(50 mg, 0.35 mmol) was added. The reaction was allowed to stir for 2 hat RT. The reactionwas diluted into DCM/H20 (20 mL, 1:1), and the layers were separated. The aqueous layerwas extracted with DCM (2 x 10 mL), and the combined organic layer was dried andconcentrated. The crude reaction mixture was purified by flash chromatography (CombiflashRf, Hex/EtOAc = 0-100% gradient) to afford the title compound (66 mg, 59%). LCMS:Ry = 1.361 min, MS (ES) 379.9 (M+H).

Reference： [1]Current Patent Assignee: VANDERBILT UNIVERSITY - WO2017/152076, 2017, A1 Location in patent: Paragraph 00676

41
[ 431-46-9 ]
[ 38941-47-8 ]
[ 106-95-6 ]
N′-(1,1,1-trifluoropent-4-en-2-yl)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With tin In tetrahydrofuran Sealed tube; Reflux;
72%	With tin In tetrahydrofuran at 80℃;

Reference： [1]Wang, Yuxiang; Wang, Ke-Hu; Su, Yingpeng; Yang, Zheng; Wen, Lan; Liu, Lili; Wang, Juanjuan; Huang, Danfeng; Hu, Yulai [Journal of Organic Chemistry, 2018, vol. 83, # 2, p. 939 - 950]
[2]Hu, Yulai; Yang, Tianyu; Deng, Zhoubin; Wang, Ke-Hu; Li, Pengfei; Huang, Danfeng; Su, Yingpeng [Journal of Organic Chemistry, 2020, vol. 85, # 19, p. 12304 - 12314]

42
[ 114346-31-5 ]
[ 38941-47-8 ]
C₃₆H₄₂N₄O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; HATU In acetonitrile at 20℃;	F.5.II.b.i b. General Procedure for the Preparation of Hydrazines (3) General procedure: To a mixture of the corresponding amino acid (1) in acetonitrile was added corresponding acid hydrazide (2, 1.1 eq.) followed by DIPEA (3 eq.) and HATU (1.2 eq.) and the reaction mixture was stirred overnight at rt. In some cases, the solid crashed out and was filtered and dried to afford the product. In other cases, the solvent was removed and the obtained residue was purified thorough MPLC to afford the product (3).

Reference： [1]Current Patent Assignee: THE UNIVERSITY OF ALABAMA SYSTEM; SOUTHERN RESEARCH INSTITUTE - US2019/125730, 2019, A1 Location in patent: Paragraph 0559; 0562-0564; 0573-0574

43
[ 74290-65-6 ]
[ 38941-47-8 ]
3-cyclohexyl-5-methyl[1,2,4]triazolo[4,3-a]pyrazin-8-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
2%	With triethylamine; In 1-methyl-pyrrolidin-2-one; at 225℃; for 3h;Sealed tube; Microwave irradiation;	Example 171 Preparation of 3-cyclohexyl-5-methyl[1,2,4]triazolo[4,3-a]pyrazin-8-amine To a reaction container for microwave were added <strong>[74290-65-6]3-bromo-5-methyl-pyrazin-2-amine</strong> (570 mg), cyclohexanecarbohydrazide (530 mg), triethylamine (625 muL), and N-methylpyrrolidone (3 mL), the container was sealed, and the resulting mixture was stirred under microwave radiation at 225 C. for 3 hours. The reaction solution was purified by silica gel column chromatography (solvent: hexane/ethyl acetate=25/75 to 0/100 to solvent: ethyl acetate/methanol=100/0 to 80/20) to give the title compound (13.9 mg) (yield 2%) as a pale yellow solid. MS(ESI) m/z: 232 [M+H]+

Reference： [1]Patent: US2019/185479,2019,A1 .Location in patent: Paragraph 1493; 1494; 1495

44
[ 4316-93-2 ]
[ 38941-47-8 ]
N'-(6-chloro-5-nitropyrimidin-4-yl)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%	With triethylamine In tetrahydrofuran at 20℃; for 1.5h;	R.189.2 Preparation of N'-(6-chloro-5-nitropyrimidin-4-yl)cyclohexanecarbohydrazide Reference Example 189-2 Preparation of N'-(6-chloro-5-nitropyrimidin-4-yl)cyclohexanecarbohydrazide A mixture of 4,6-dichloro-5-nitropyrimidine (2.0 g), cyclohexanecarbohydrazide (1.5 g), triethylamine (1.7 mL), and tetrahydrofuran (30 mL) was stirred at room temperature for 1 hour and 30 minutes. To the reaction mixture was added water, and the resulting mixture was extracted twice with ethyl acetate. The resulting organic layers were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, and the insoluble matters were removed by filtration. The resulting filtrate was concentrated under reduced pressure, and the resulting residues were purified by silica gel column chromatography (solvent: hexane/ethyl acetate=90/10 to 70/30) to give the title compound (1.74 g) (yield 56%) as a pale red powder. MS(APCI) m/z: 300/302 [M+H]+

Reference： [1]Current Patent Assignee: UBE INDUSTRIES LIMITED; MITSUBISHI CHEMICAL HOLDINGS CORPORATION - US2019/185479, 2019, A1 Location in patent: Paragraph 1931; 1932; 1933

45
[ 38941-47-8 ]
[ 16499-62-0 ]
C₁₅H₁₇FN₄O [ No CAS ]

Reference： [1]Archiv der Pharmazie,2019,vol. 352

46
4-chloro-2-aldehyde phenylboronic acid [ No CAS ]
[ 38941-47-8 ]
(6-chloro-1-hydroxy-2,3,1-benzodiazaborinin-2-yl)cyclohexylmethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
21.89%	With ammonium hydroxide In ethanol at 25 - 50℃; for 1h;	63 (6-chloro-1-hydroxy-2,3,1-benzodiazaborinin-2-yl) -cyclohexyl- methanone To a solution of (4-chloro-2-formyl-phenyl)boronic acid (200 mg, 1.08 mmol, 1 eq) and cyclohexanecarbohydrazide (154 mg, 1.08 mmol, 1 eq) in EtOH (4 mL) was added NH3.H2O (1.95 mmol, 0.3 mL, 25% purity, 1.80 eq) dropwise at 25°C, the resulting mixture was stirred at 50°C for 1 h. The reaction mixture was concentrated in vacuo to give a residue,, which was purified by prep-HPLC (column: Waters Xbridge 150*255u; mobile phase:[water(0.04%NH3H2O)-ACN]; B%: 20%-50%,20min) to give (6-chloro-1-hydroxy-2,3,1- benzodiazaborinin-2-yl)-cyclohexyl-methanone (70 mg, 236µmol, 21.89% yield, 98.14% purity) as a white solid.1H NMR (DMSO-d6, 400 MHz) d 8.18 (s, 1H), 7.74 (s, 1H), 7.60-7.58 (m, 1H), 7.56-7.54 (m 1H), 3.57-3.51 (m, 1H), 1.71-1.56 (m, 5H), 1.25-1.06 (m, 5H). MS (ESI): mass calcd. For C14H16ClN2O3290.10, m/z found 289.1 [M-H]-. HPLC: 98.14% (220 nm), 97.75% (254 nm).

Reference： [1]Current Patent Assignee: BORAGEN - WO2020/264581, 2020, A1 Location in patent: Paragraph 0341-0342

47
[ 4374-71-4 ]
[ 38941-47-8 ]
C₁₂H₂₁N₃O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In N,N-dimethyl-formamide at 55℃; Sealed tube;	General procedure: To a solution of the amine R2-NH2 (1mmol, 1 equiv.) in anhydrous DMF (4mL) (in the case of hydrochloride salt, 1.5 equiv. of Na2CO3 (159mg) was added) was added DPT (244mg, 1.05mmol, 1.05 equiv.). After stirring at 55°C in a sealed tube for 1h30, the hydrazide R1-CONHNH2 (1.1mmol, 1.1 equiv.) was added and the mixture was again heated at 55°C for 1h30. After cooling to room temperatur, the solution was diluted in EtOAc and the organic phase was extracted five times with water, dried over MgSO4 and concentrated in vacuum. If necessary, the product was purified by gel column chromatography (EtOAc/Hexane).

Reference： [1]Gavara, Laurent; Legru, Alice; Verdirosa, Federica; Sevaille, Laurent; Nauton, Lionel; Corsica, Giuseppina; Mercuri, Paola Sandra; Sannio, Filomena; Feller, Georges; Coulon, Rémi; De Luca, Filomena; Cerboni, Giulia; Tanfoni, Silvia; Chelini, Giulia; Galleni, Moreno; Docquier, Jean-Denis; Hernandez, Jean-François [Bioorganic Chemistry, 2021, vol. 113]

48
α-methoxyhydroperoxide [ No CAS ]
[ 38941-47-8 ]
N'-[(1-methyl-2,2-dichlorocyclopropyl)methylidene]cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
74%	In methanol at 0 - 20℃;	Acylhydrazones 10-15 General procedure: An ozone-oxygen mixture was bubbled through a solution of 1.0 g (6.6 mmol) of compound 1 in 20 mL of MeOH at 70°C until the appearance of light blue coloration. The reaction mixture was purged with argon, and 13.2 mmol of the corresponding acid hydrazide 4-9 was added at 0°C. The obtained mixture was stirred at room temperature until the peroxides vanished (probing with iodide and starch). The reaction mixture was evaporated, the residue was dissolved in CHCl3 (100 mL), washed with H2O (to pH = 7), dried over Na2SO4, and evaporated. Residual hydrazide was removed during crystallization of the reaction product from tert-butyl methyl ether.

Reference： [1]Garifullina, L. R.; Ishmuratov, G. Yu.; Myasoedova, Yu. V.; Raskil’dina, G. Z.; Zlotskii, S. S. [Russian Journal of General Chemistry, 2021, vol. 91, # 4, p. 743 - 746][Zh. Obshch. Khim., 2021, vol. 91, # 4, p. 643 - 648]

49
[ 38941-47-8 ]
[ 62-53-3 ]
[ 2719-26-8 ]

Yield	Reaction Conditions	Operation in experiment
72%	With tert.-butylhydroperoxide; iron(III) chloride In water; acetonitrile at 80℃; for 2h; Inert atmosphere;	General procedure for preparation of compounds 3 or 4 General procedure: To a Schlenk tube equipped with a rubber septum was successively added acylhydrazine 1 (1 mmol), amine 2 (1 mmol), FeCl3 (16.2 mg, 10 mol %) and acetonitrile (10 mL). The tube was evacuated and purged with argon three times. Then TBHP (70% in H2O (6 mmol), was slowly added and the mixture allowed to stir for 2 hours at 80 oC. After the completion of reaction (indicated by TLC), the reaction mixture was concentrated under reduced pressure and the crude mixture was purified by column chromatography using acetone/petroleum ether (v/v 1:10) as eluent to obtain the pure products 3 or 4.

Reference： [1]Wang, Yi-Jie; Zhang, Guo-Yu; Shoberu, Adedamola; Zou, Jian-Ping [Tetrahedron Letters, 2021, vol. 80]

50
[ 18211-63-7 ]
[ 38941-47-8 ]
C₃₆H₆₀N₂O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
49%	With acetic acid In ethanol at 78℃; for 5h;	General procedure for the synthesis of acylhydrazones 8-12. General procedure: Carboxylic acid hydrazide 2-6(0.23 mmol) was dissolved in 7.5 mL of ethanol, twodrops of glacial acetic acid were added, a solution of0.10 g (0.23 mmol) of 20-oxobetulin (7) in 7.5 mL ofethanol was added, and the mixture was refluxed for5 h. The mixture was evaporated, the residue was keptunder reduced pressure and dissolved in 1 mL ofethanol, and the solution was cooled in a freezingchamber (-10°C). The precipitate was filtered off, andthe filtrate was evaporated.

Reference： [1]Belyaeva, E. R.; Garifullina, L. R.; Ishmuratov, G. Yu.; Myasoedova, Yu. V.; Prosvirnina, D. A. [Russian Journal of Organic Chemistry, 2022, vol. 58, # 1, p. 76 - 80][Zh. Org. Khim., 2022, vol. 58, # 1, p. 96 - 101]

51
[ 38941-47-8 ]
5-(cyclohexyl)-1,3,4-oxadiazole-2-thiol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With carbon disulfide; potassium carbonate In ethanol at 78℃; for 14h;

Reference： [1]Fang, Lizhi; Qu, Lang; Song, Jintong; Xiang, Haifeng; Xiao, Hui; Xu, Zong-Xiang; Yang, Cheng; Zhou, Xiangge [Journal of the American Chemical Society, 2022, vol. 144, # 5, p. 2233 - 2244]

52
[ 38941-47-8 ]
[ 536-74-3 ]
(E)-N'-(1-phenylethylidene)cyclohexanecarbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	With gold(I) ethyldiphenylphosphine complex immobilized on MCM-41 mesoporous silica In chlorobenzene at 60℃; for 2h;	4.3. General procedure for the heterogeneous gold(I)-catalyzed hydrohydrazidation of terminal alkynes with hydrazides General procedure: Ph 2 P-MCM-41-AuNTf 2 (163 mg, 0.06 mmol) was added to the solution of terminal alkyne 1 (1.0 mmol) and hydrazide 2 (1.0 mmol) in PhCl (4 mL). The reaction mixture was stirred at 60 °C for 2 h. The mixture was diluted with EtOAc (5 mL) and filtered. The Ph 2 P-MCM-41-AuNTf 2 complex was washed with acetone (2 ×3 mL), dried at 70 °C in vacuo for 1 h and reused in the next run. The filtrate was concentrated in vacuo, and the residue was purified by flash column chromatography on silica gel (eluent: petroleum ether/EtOAc) to afford products 3 .

Reference： [1]Liu, Siqi; Li, Jianying; Hu, Wenli; Huang, Bin; Cai, Mingzhong [Journal of Organometallic Chemistry, 2022, vol. 975]

Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

CAS No. :	38941-47-8	MDL No. :	MFCD01357897
Formula :	C₇H₁₄N₂O	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HUYREUUJFLHEDE-UHFFFAOYSA-N
M.W :	142.20	Pubchem ID :	240039
Synonyms :

Num. heavy atoms :	10
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.86
Num. rotatable bonds :	2
Num. H-bond acceptors :	2.0
Num. H-bond donors :	2.0
Molar Refractivity :	39.36
TPSA :	55.12 Å²

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.54 cm/s

[ CAS No. 38941-47-8 ] {[proInfo.proName]}

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Water Solubility

Medicinal Chemistry

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Application In Synthesis of [ 38941-47-8 ]

[ 38941-47-8 ] Synthesis Path-Downstream 1~52

Related Functional Groups of
[ 38941-47-8 ]

Aliphatic Cyclic Hydrocarbons

Amides

Hydrazides

Amines

Hydrazines

Precautionary Statements-General

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Log Po/w (iLOGP) :	1.41
Log Po/w (XLOGP3) :	0.88
Log Po/w (WLOGP) :	0.56
Log Po/w (MLOGP) :	0.76
Log Po/w (SILICOS-IT) :	0.3
Consensus Log Po/w :	0.78

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Log S (ESOL) :	-1.14
Solubility :	10.2 mg/ml ; 0.0718 mol/l
Class :	Very soluble
Log S (Ali) :	-1.62
Solubility :	3.4 mg/ml ; 0.0239 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.93
Solubility :	16.6 mg/ml ; 0.117 mol/l
Class :	Soluble

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.6

Signal Word:	Danger	Class:	8
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P332+P313-P362-P403+P233-P405-P501	UN#:	1759
Hazard Statements:	H315-H318-H335	Packing Group:	Ⅲ
GHS Pictogram:

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P378
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P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 38941-47-8 ] {[proInfo.proName]}

Quality Control of [ 38941-47-8 ]

Related Doc. of [ 38941-47-8 ]

Product Details of [ 38941-47-8 ]

Calculated chemistry of [ 38941-47-8 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 38941-47-8 ]

Application In Synthesis of [ 38941-47-8 ]

[ 38941-47-8 ] Synthesis Path-Downstream 1~52

Related Functional Groups of [ 38941-47-8 ]

Aliphatic Cyclic Hydrocarbons

Amides

Hydrazides

Amines

Hydrazines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 38941-47-8 ]