Name: 140-87-4|Cyanoacetohydrazide|95%
Brand: Ambeed
SKU: A818518
Price: 5.0 USD
Availability: InStock
Rating: 97 (22 reviews)

1
[ 2525-16-8 ]
[ 140-87-4 ]
[ 116598-69-7 ]

Reference： [1]Russian Chemical Bulletin,2006,vol. 55,p. 1636 - 1641
[2]Chemische Berichte,1957,vol. 90,p. 909,818

2
[ 3891-59-6 ]
[ 140-87-4 ]
[ 112554-64-0 ]

Reference： [1]Archiv der Pharmazie,1959,vol. 292,p. 315,317

3
[ 140-87-4 ]
[ 5344-23-0 ]
[ 64882-65-1 ]

Yield	Reaction Conditions	Operation in experiment
	With ethanol Beim anschliessenden Erwaermen mit Essigsaeure und Piperidin bei pH 10;

Reference： [1]Current Patent Assignee: NOVARTIS AG; Novartis (w/o Sandoz) - DE951994, 1954, C

4
[ 140-87-4 ]
[ 124-41-4 ]
[ 28491-52-3 ]

Reference： [1]Journal of the American Chemical Society,1949,vol. 71,p. 983,987

5
[ 140-87-4 ]
[ 141-52-6 ]
[ 28491-52-3 ]

Reference： [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1957,vol. 77,p. 800
Chem.Abstr.,1957,p. 17893

6
[ 140-87-4 ]
[ 517-21-5 ]
[ 64882-65-1 ]

Yield	Reaction Conditions	Operation in experiment
21%		Example 77-[2-(3-Chloro-phenyl)-ethoxymethyl]-6H-pyrimido[4,5-c]pyridazin-5-one 7.1 3-Oxo-2,3-dihydro-pyridazine-4-carbonitrile; To a mixture of <strong>[517-21-5]glyoxal bis(sodium hydrogen sulfite)</strong> monohydrate (25.24 g, 88.8 mmol) in water (80 ml) was added slowly a solution of cyanoacetohydrazide (8 g, 80.7 mmol) in ethanol/water 2:1 (120 ml). The mixture was then heated to 40 C. for 30 min. The pH was adjusted to 12-13 by addition of 10 N NaOH and stirring was continued for 3 h at 40 C. and for 1 h at 60 C. The reaction mixture was then allowed to cool to ambient temperature over night. The pH was then adjusted to 1-2 by addition of conc. HCl and the resulting mixture was evaporated. The remaining solid was extracted with CHCl3 in a soxhlet-extractor for two days to obtain the title compound as a light brown solid (2.019 g, 16.67 mmol, 21%). 1H NMR (d6-DMSO): 8.07 (d, J=4 Hz, 1H), 8.12 (d, J=4 Hz, 1H), 13.91 (s br, 1H).

Reference： [1]Patent: US2008/234277,2008,A1 .Location in patent: Page/Page column 18
[2]Helvetica Chimica Acta,1954,vol. 37,p. 134,139

7
[ 140-87-4 ]
[ 28491-52-3 ]

Reference： [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1957,vol. 77,p. 800
Chem.Abstr.,1957,p. 17893
[2]Bulletin de la Societe Chimique de France,1937,vol. <5>4,p. 854,858

8
[ 105-56-6 ]
[ 140-87-4 ]

Yield	Reaction Conditions	Operation in experiment
97%	With hydrazine hydrate monohydrate In lithium hydroxide monohydrate at 20℃; for 1h;
97%	With hydrazine hydrate monohydrate In neat (no solvent) at 20℃;	4.2.1.6 Synthesis of 3-(3,5-dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile (6) General procedure: 2-cyano acetohydrazide (compound 5) was synthesized by the reaction of hydrazine hydrate and ethyl 2-cyanoacetate as previously described (yield: 97%) [38] . An equimolar amount of compound 5 was reacted with acetyl acetone in the presence of a catalytic amount of HCl in water (15 ml). The mixture was stirred at room temperature for 2 h. The white precipitate ( Scheme 4 , compound 6) was filtered off, washed with cold water and subsequently dried in an oven.
95%	With hydrazine hydrate monohydrate at 0℃;	Synthesis of Cyanoacetic hydrazide (3) Cyanoacetic acid hydrazide was obtained by careful addition of 22.62 g (0.20 mol) of ethyl cyanoacetate to hydrazine hydrate (10.01 g, 0.20 mol) with stirring at 0 °C.[40] The solid cyanoacetic acid hydrazide so formed was filtered, washed with Et2O and dried, in which a yield of 95% is obtained.

92%	With hydrazine In ethanol at 0 - 20℃; for 3h;
90%	With hydrazine hydrate monohydrate at 20℃; for 2h; neat (no solvent);
90%	With hydrazine hydrate monohydrate at 20℃;	Synthesis of Starting material Cyanoacetic Acid Hydrazideand 2-aminothiophene-3carbonitrile 1 Cyanoacetic acid hydrazide was obtained according tothe published method in literature [22] by careful addition of 9.91g (0.10 mol) of ethyl cyanoacetate to hydrazine hydrate (5.00 g, 0.10 mol) with stirring at room temperature. The formed cyanoacetic acid hydrazide was filtered, washed with Et2O, and dried (Mp: 108-110 °C. Yield: 90%).
90%	With hydrazine hydrate monohydrate In ethanol at 0℃;	2.3.1. Preparation of 2-cyanoacetohydrazide A mixture of ethylcyanoacetate (4.38 gm, 38.76 mmol) and hy- drazine hydrate (2 ml, 41.28 mmol) in ethanol (20 ml) was stirred for 0.5 - 1 h, at zero °C. The product was filtered off, and recrystal- lized from ethanol then dried under vacuum to give white crystals yield 90%, m.p. 110 °C
89.91%	With hydrazine hydrate monohydrate In ethanol for 1h; Cooling;
86%	With hydrazine hydrate monohydrate In ethanol at 0 - 5℃; for 0.166667h;
68%	With hydrazine hydrate monohydrate In ethanol at 0 - 5℃; for 2h;	31.1 Step 1: 2-cyanoacetohydrazide Ν2Η42Ο (4.42 g, 885.0 mmol) was added dropwise to a solution of ethyl 2- cyanoacetate (10. Og, 885.0 mmol) in ethanol (100 mL) at 0°C. The reaction was stirred for 2 h at 0-5°C in an ice/salt bath. The solids were collected by filtration, washed with 100 mL of EtOH and dried in an oven under reduced pressure to afford 2-cyanoacetohydrazide as a white powder (6.0 g, 68%).
	With ethanol; hydrazine hydrate monohydrate
	With ethanol; hydrazine hydrate monohydrate
	With hydrazine In ethanol for 3h; Heating;
90 % Turnov.	With hydrazine hydrate monohydrate In ethanol for 5h; Heating;
	With hydrazine hydrate monohydrate In ethanol at 5 - 10℃; for 20h;
	With hydrazine hydrate monohydrate In ethanol Heating;
	With hydrazine hydrate monohydrate In ethanol at 60 - 70℃;
	With hydrazine In ethanol at 0℃; Reflux;
	With hydrazine hydrate monohydrate at 20℃;
	With hydrazine monohydrate at 5 - 10℃; for 0.5h;
	With hydrazine hydrate monohydrate In ethanol at 0℃; for 0.166667h;
	With hydrazine monohydrate In ethanol at 0℃;
12 g	With hydrazine In ethanol at 20℃;
	With hydrazine hydrate monohydrate at 0℃; for 0.0833333h;	Synthesis of 2-(5-phenyl-4H-1,2,4-triazol-3-yl)acetonitrile (2a) A mixture of hydrazine monohydrate (1 mmol) and ethyl cyanoacetate (1 mmol) was stirred at 0 °C for 5 min; then, the imidate 1 (R1=H) (1 mmol), dissolved in ethanol (15 cm3), was added to the reaction, and the mixture was refluxed for 4 h. When the reaction was over, the solvent was removed under reduced pressure, and the solid obtained was washed with ether to afford 2-(5-phenyl-4H-1,2,4-triazol-3-yl)acetonitrile (2a) as a white solid, yield: 77%; mp 166 °C; 1H NMR (DMSO-d6, 400 MHz) δ 0.62 (s, 2H, CH2), 3.82 (m, 3H, Ar), 7.98 (d, 2H, J= 8.0 Hz, Ar), 14.39 (br s, 1H, NH); 13C NMR (DMSO-d6, 100 MHz) δ 16.99, 117.09, 126.00, 127.48, 129.03, 130.15, 153.81, 156.32;
	With hydrazine hydrate monohydrate In ethanol at 0℃; for 5h;
	With hydrazine hydrate monohydrate In ethanol at 80℃; for 18h; Sealed tube;
	With hydrazine monohydrate In ethanol for 0.166667h; Cooling;
	With hydrazine In ethanol at 0℃; for 0.5h;

Reference： [1]Edraki, Najmeh; Iraji, Aida; Firuzi, Omidreza; Fattahi, Yousef; Mahdavi, Mohammad; Foroumadi, Alireza; Khoshneviszadeh, Mehdi; Shafiee, Abbas; Miri, Ramin [Journal of the Iranian Chemical Society, 2016, vol. 13, # 12, p. 2163 - 2171]
[2]Iraji, Aida; Firuzi, Omidreza; Khoshneviszadeh, Mehdi; Tavakkoli, Marjan; Mahdavi, Mohammad; Nadri, Hamid; Edraki, Najmeh; Miri, Ramin [European Journal of Medicinal Chemistry, 2017, vol. 141, p. 690 - 702]
[3]Kshiar; Shangpliang; Myrboh [Synthetic Communications, 2018, vol. 48, # 14, p. 1816 - 1827]
[4]Toche, Raghunath B.; Patil, Vasant M.; Chaudhari (Patil), Sunita A.; Chavan, Satish M.; Sabnis, Ram W. [Journal of Heterocyclic Chemistry, 2019, vol. 56, # 1, p. 38 - 43]
[5]Location in patent: experimental part Deshmukh; Deshmukh; Jagtap; Suryavanshi; Jadhav; Anbhule [Journal of the Indian Chemical Society, 2009, vol. 86, # 6, p. 613 - 616]
[6]Jabli, Dhiab; Dridi, Khaireddine; El Efrit, Mohamed L. [Letters in Organic Chemistry, 2014, vol. 11, # 6, p. 403 - 408]
[7]El-ghamry, Mosad A.; Shebl, Magdy; Saleh, Akila A.; Khalil, Saied M.E.; Dawy, Magdah; Ali, Amira A.M. [Journal of Molecular Structure, 2022, vol. 1249]
[8]El-Bastawissy, Eman A.; El-Hamaky, Anwar A.; El-Hamamsy, Mervat H.; Gladilina, Yulia A.; Shcherbakov, Kirill A.; Tawfik, Haytham O.; Veselovsky, Alexander V.; Zhdanov, Dmitry D. [Pharmaceuticals, 2022, vol. 15, # 4]
[9]Singh, Praveen; Kumar, Ranjeet; Yadav, Brijesh Kumar; Khanna, Ranjana S.; Tewari, Ashish Kumar [RSC Advances, 2014, vol. 4, # 93, p. 51239 - 51243]
[10]Current Patent Assignee: SYNERGENICS LCC - WO2014/66795, 2014, A1 Location in patent: Paragraph 0175
[11]v. Rothenburg [Chemische Berichte, 1894, vol. 27, p. 687]
[12]Klosa [Archiv der Pharmazie, 1954, vol. 287, p. 302]
[13]Cave; Galons; Miocque; Rinjard; Tran; Binet [European Journal of Medicinal Chemistry, 1990, vol. 25, # 1, p. 75 - 79]
[14]Kempe, G.; Boegel, M.; Roewer, G. [Journal fur praktische Chemie (Leipzig 1954), 1981, vol. 323, # 3, p. 360 - 366]
[15]Al-Awadi; Elnagdi; Mathew; El-Gamry; Abdel Khalik [International Journal of Chemical Kinetics, 1996, vol. 28, # 10, p. 741 - 748]
[16]Danagulyan; Tadevosyan; Tamazyan; Panosyan [Chemistry of Heterocyclic Compounds, 2006, vol. 42, # 2, p. 233 - 245]
[17]Location in patent: experimental part Ukhin; Belov [Russian Chemical Bulletin, 2008, vol. 57, # 2, p. 418 - 421]
[18]Location in patent: experimental part Woodard, Scott S.; Jerome, Kevin D. [Combinatorial Chemistry and High Throughput Screening, 2011, vol. 14, # 2, p. 132 - 137]
[19]Edraki, Najmeh; Firuzi, Omidreza; Foroumadi, Alireza; Miri, Ramin; Madadkar-Sobhani, Armin; Khoshneviszadeh, Mehdi; Shafiee, Abbas [Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 8, p. 2396 - 2412]
[20]Pal; Kumar; Gupta; Beniwal [Medicinal Chemistry Research, 2014, vol. 23, # 7, p. 3327 - 3335]
[21]Kumar, Ranjeet; Singh, Praveen; Gaurav, Archana; Yadav, Pratima; Khanna, Ranjana S.; Tewari, Ashish Kumar [Journal of Chemical Sciences, 2016, vol. 128, # 4, p. 555 - 564]
[22]Romdhane, Anis; Said, Abderrahim Ben; Cherif, Maher; Jannet, Hichem Ben [Medicinal Chemistry Research, 2016, vol. 25, # 7, p. 1358 - 1368]
[23]Zhang, Zhenfeng; Wang, Li; Xuan, Xiaopeng [New Journal of Chemistry, 2016, vol. 41, # 1, p. 42 - 46]
[24]Zribi, Lazhar; Zribi, Fathi; Marco-Contelles, José; Chabchoub, Fakher; Ismaili, Lhassane [Synthetic Communications, 2017, vol. 47, # 21, p. 1934 - 1939]
[25]Assiri, Mohammed A.; Al-Sehemi, Abdullah G.; Pannipara, Mehboobali [Inorganic Chemistry Communications, 2019, vol. 99, p. 11 - 15]
[26]Li, Xin; Zhang, Zhigao; Chen, Yang; Wan, Hong; Sun, Jiakang; Wang, Bin; Feng, Bingqiang; Hu, Bing; Shi, Xingxing; Feng, Jun; Zhang, Lei; He, Feng; Bai, Chang; Zhang, Lianshan; Tao, Weikang [ACS Medicinal Chemistry Letters, 2019, vol. 10, # 6, p. 996 - 1001]
[27]Hafez Taghva, Pardis; Kabirifard, Hassan [Journal of Sulfur Chemistry, 2020, vol. 41, # 2, p. 200 - 209]
[28]Shebl, Magdy; Saleh, Akila A.; Khalil, Saied M. E.; Dawy, Magdah; Ali, Amira A. M. [Inorganic and Nano-Metal Chemistry, 2021, vol. 51, # 2, p. 195 - 209]

9
[ 140-87-4 ]
[ 36140-83-7 ]
[ 73673-39-9 ]

Yield	Reaction Conditions	Operation in experiment
90%	With acetic acid at 40℃; for 1h;	4.1.2 2-Cyano-N'-(2-cyanoacetyl)acetohydrazide (3) A mixture of 2-cyanoacetohydrazide (1) (0.01mol) and 3-(3,5-dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile (2) (0.01mol) was heated in glacial acetic acid in water bath at 40°C for one hour, then allowed to cool. The solid collected by filtration and recrystallized from an ethanol-dioxane mixture. White crystals; yield 90%; mp. 195°C (lit., 200-202°C) [41]; IR (KBr) 3203, 3063 (NH), 2263 (CN), 1617 (CO) cm-1; 1H NMR (DMSO-d6) δ=3.75 (s, 4H, 2CH2), 10.38 (s, 2H, 2NH). Anal. Calcd. C6H6N4O2 (166.14): C, 43.38; H, 3.64; N, 33.72. Found: C, 43.58; H, 3.46; N, 33.94%.
86%	In 1,4-dioxane for 2h; Reflux;	2.2.1. Synthesis of 2-cyano-N’-(2-cyanoacetyl)acetohydrazide (H2L1) 2-cyanoacetohydrazide (0.99 g, 0.01 mol) was mixed with 3-(3,5-dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile (1.63 g, 0.01 mol) under reflux for 2 h in 20 mL dioxane. The targeted ligand was separated by filtration and then dried after cooling. White solid (C6H6N4O2), yield 86%, m.p. = 207-208 °C. IR (KBr, Fig. S1): 3329 (N-H), 2206 (C≡N), 1690 cm -1 (C = O). 1 H NMR (DMSO- d 6 , Fig. S2): δ 4.22 (s, 2H, CH 2 ), 4.26 (s, 2H, CH 2 ), 10.99 ppm (s, 2H, 2NH).
	With acetic acid

Reference： [1]Abdallah, Sanaa Osman; Metwally, Nadia Hanafy; Mohsen, Marwa Maher Abdel [Bioorganic Chemistry, 2020, vol. 97]
[2]Kurdi, Asmaa A.; Morad, Moataz; Abumelha, Hana M.; Alkhamis, Kholood; Aljohani, Meshari M.; Mersal, Gaber A.M.; El-Metwaly, Nashwa [Journal of Molecular Structure, 2021, vol. 1240]
[3]Ried; Schleimer [Justus Liebigs Annalen der Chemie, 1959, vol. 626, p. 106,112]

10
[ 140-87-4 ]
[ 123-54-6 ]
[ 36140-83-7 ]

Yield	Reaction Conditions	Operation in experiment
91%	With hydrogenchloride In lithium hydroxide monohydrate at 20℃; for 2h;
91%	With hydrogenchloride In lithium hydroxide monohydrate at 20℃; for 2h;	6 4.2.1.6 Synthesis of 3-(3,5-dimethyl-1H-pyrazol-1-yl)-3-oxopropanenitrile (6) 2-cyano acetohydrazide (compound 5) was synthesized by the reaction of hydrazine hydrate and ethyl 2-cyanoacetate as previously described (yield: 97%) [38] . An equimolar amount of compound 5 was reacted with acetyl acetone in the presence of a catalytic amount of HCl in water (15 ml). The mixture was stirred at room temperature for 2 h. The white precipitate ( Scheme 4 , compound 6) was filtered off, washed with cold water and subsequently dried in an oven. Yield 91%; MS: m/z (%) 163 (M+, 46), 135 (23), 121 (8), 95 (100), 81 (11.5), 68 (10), 54 (5), 39 (12); 1H NMR (CDCl3, 400 MHz) δH (ppm): 2.23 (s, 3H, CH3), 2.55 (s, 3H, CH3), 4.29 (s, 2H, CH2-CN), 6.03 (s, 1H, Pyrazole-H).
90%	With hydrogenchloride at 20℃; for 1h;

84.99%	With hydrogenchloride In lithium hydroxide monohydrate at 20℃; for 1h;
	With hydrogenchloride
	In lithium hydroxide monohydrate at 20℃; for 2h;
	With hydrogenchloride In lithium hydroxide monohydrate at 20℃; for 1h;

Reference： [1]Edraki, Najmeh; Iraji, Aida; Firuzi, Omidreza; Fattahi, Yousef; Mahdavi, Mohammad; Foroumadi, Alireza; Khoshneviszadeh, Mehdi; Shafiee, Abbas; Miri, Ramin [Journal of the Iranian Chemical Society, 2016, vol. 13, # 12, p. 2163 - 2171] Sayed, Asmaa M.; Saleh, Nashwa M.; El-Gaby, Mohamed S. A.; Abdel-Samad, Mohammad R. K.; Taher, Fatma A. [Journal of the Chinese Chemical Society, 2021, vol. 68, # 7, p. 1291 - 1301]
[2]Iraji, Aida; Firuzi, Omidreza; Khoshneviszadeh, Mehdi; Tavakkoli, Marjan; Mahdavi, Mohammad; Nadri, Hamid; Edraki, Najmeh; Miri, Ramin [European Journal of Medicinal Chemistry, 2017, vol. 141, p. 690 - 702]
[3]Gorobets, Nikolay Yu.; Yousefi, Behrooz H.; Belaj, Ferdinand; Kappe, C. Oliver [Tetrahedron, 2004, vol. 60, # 39, p. 8633 - 8644]
[4]El-Bastawissy, Eman A.; El-Hamaky, Anwar A.; El-Hamamsy, Mervat H.; Gladilina, Yulia A.; Shcherbakov, Kirill A.; Tawfik, Haytham O.; Veselovsky, Alexander V.; Zhdanov, Dmitry D. [Pharmaceuticals, 2022, vol. 15, # 4]
[5]Ried; Meyer [Chemische Berichte, 1957, vol. 90, p. 2841,2846]
[6]Edraki, Najmeh; Firuzi, Omidreza; Foroumadi, Alireza; Miri, Ramin; Madadkar-Sobhani, Armin; Khoshneviszadeh, Mehdi; Shafiee, Abbas [Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 8, p. 2396 - 2412]
[7]Mohammed, Esraa Z.; Mahmoud, Walaa R.; George, Riham F.; Hassan, Ghaneya S.; Omar, Farghaly A.; Georgey, Hanan H. [Bioorganic Chemistry, 2021, vol. 116]

11
[ 6283-81-4 ]
[ 140-87-4 ]
Potassium; 1'-amino-5'-cyano-6'-oxo-1',6'-dihydro-[3,4']bipyridinyl-2'-olate [ No CAS ]

Reference： [1]Polish Journal of Chemistry,1984,vol. 58,p. 85 - 95

12
[ 140-87-4 ]
[ 108-24-7 ]
[ 55819-76-6 ]

Yield	Reaction Conditions	Operation in experiment
40%	at 60 - 70℃; for 10h;
35.3%	With triethylamine In tetrahydrofuran at 60℃; for 12h;	1.1 Step 1 : Synthesis of N'-acetyl-2-cyanoacetohydrazide Step 1 : Synthesis of N'-acetyl-2-cyanoacetohydrazide: [0662] To a stirred solution of 2-cyanoacetohydrazide (1.2 g, 12.12 mmol) in THF (15 mL), triethylamine (1.7 mL, 12.12 mmol) was added and the solution was stirred at rt for 10 min. Then acetic anhydride (1.24 g, 12.12 mmol) was added and the reaction mixture was stirred at 60 °C for 12 h. After completion of the reaction, the reaction mixture was filtered and solid obtained was washed with diethyl ether; pentane and dried under reduced pressure to afford the title compound (0.6 g, 35.3%).
	at 60 - 70℃; for 10h;

With pyridine In dichloromethane at 60℃; for 16h;

N'-acetyl-2-cvano-acetohydrazide 2-cyanoacetohydrazide [140-87-4] (2 g, 20.18 mmol) was stirred in DCE (20 mL). Acetic anhydride (1.91 mL, 20.18 mmol) and pyridine (1.63 mL, 20.18 mmol) were added to the suspension. The reaction was stirred at 60 °C for 16 hours to give a fine light brown. The reaction was allowed to cool and the DCE was removed in vacuo. The residue was suspended in diethyl ether and collected by vacuum filtration to afford the title compound (2.82 g, 89% at 90% purity) as a yellow / pale brown solid. dH (500 M Hz, DMSO-d6) d 10.18 - 10.13 (m, 1H), 9.95 (d, J 1.5 Hz, 1H), 3.73 (s, 2H), 1.86 (s, 3H).

Reference： [1]Callejo, Maria J.; Lafuente, Pilar; Martin-Leon, Nazario; Quinteiro, Margarita; Seoane, Carlos; Soto, Jose L. [Journal of the Chemical Society. Perkin transactions I, 1990, # 6, p. 1687 - 1690]
[2]Current Patent Assignee: EPIZYME, INC. - WO2015/10049, 2015, A1 Location in patent: Paragraph 0661; 0662
[3]Martin, N.; Quinteiro, M.; Seoane, C.; Soto, J. L.; Fonseca, I.; et al. [Journal of Organic Chemistry, 1990, vol. 55, # 7, p. 2259 - 2262]
[4]Current Patent Assignee: UCB BIOPHARMA SRL; UCB - WO2019/243550, 2019, A1 Location in patent: Page/Page column 204

13
[ 140-87-4 ]
[ 89-98-5 ]
[ 109-77-3 ]
[ 79388-09-3 ]

Yield	Reaction Conditions	Operation in experiment
93%	With potassium fluoride impregnated over alumina In ethanol; water at 20℃; for 0.5h; Green chemistry;	Synthesis of N-amino-2-pyridone derivatives 4 (a-p) General procedure: A mixture of aromatic aldehydes 1 (2 mmol), active methylene compound 2 (2.1 mmol) and cyanoacetic hydrazide 3 (2.1 mmol), 15 mol% of KF-Al2O3 in EtOH-H2O (1:1) was stirred at room temperature and the progress of the reaction was monitored by TLC. On completion, the reaction solution was filtered and washed with ethyl acetate and the catalyst was recovered and recycled. The solvent was evaporated and the solid which separated out was collected and recrystallized with ethanol to get the pure product. Afew members of the synthesised products were purified by column chromatography. The synthesised products were characterised from their 1H NMR, 13C NMR, FT-IR and singlecrystal XRD analyses.
87%	With piperidine In ethanol; water at 20℃; for 11h; Green chemistry;
80%	With piperidine In ethanol for 3h; Ambient temperature;

Reference： [1]Kshiar; Shangpliang; Myrboh [Synthetic Communications, 2018, vol. 48, # 14, p. 1816 - 1827]
[2]Hosseini, Hajar; Bayat, Mohammad [RSC Advances, 2018, vol. 8, # 48, p. 27131 - 27143]
[3]Abdel Latif; Mekheimer; Ahmed; Abdel Aleem [Pharmazie, 1993, vol. 48, # 10, p. 736 - 738]

14
[ 140-87-4 ]
[ 98-88-4 ]
[ 16501-75-0 ]

Yield	Reaction Conditions	Operation in experiment
80.05%	In ethanol at 0 - 5℃;
67%	With potassium carbonate In water for 0.333333h;
47%	With triethylamine In benzene at 20℃; for 2h; Cooling with ice;	N'-(2-Cyanoacetyl)benzohydrazide (3) A suspension of cyanacetohydrazide 1 (9.9 g, 0.1 mol) in anhydrous benzene (200 ml) was treated by the addition of Et3N(15.5 ml, 0.11 mol), followed by dropwise addition of benzoyl chloride (11.5 ml, 0.1 mol), while maintaining the temperature at or below 20° C by cooling with ice water.The solution was left for 2 h at 20°C. The obtained precipitate was filtered off, carefully washed with water in order to remove Et3N·HCl, dried, and recrystallized. Yield9.54 g (47%), colorless crystals, mp 230-232° C (2-propanol) (mp 178-180° C21). IR spectrum, ν, cm-1: 1640-1680(2=), 2240 (C≡N), 3240-3310 (2NH). 1H NMRspectrum, δ, ppm: 3.85 (2H, s, CH2); 7.52-7.95 (5H, m,H Ph); 10.10 (2H, s, 2NH). 13C NMR spectrum, δ, ppm:32.1; 120.9; 126.2 (2C); 127.2; 128.4 (2C); 135.2; 147.5;173.4. Mass spectrum, m/z (Irel, %): 105 (100), 77 (45).Found, %: 59.03; 4.28; N 20.92. C10H9N32.Calculated, %: 59.11; 4.46; N 20.68.

Reference： [1]Mohareb, Rafat M.; Ho, Jonathan Z.; Alfarouk, Fatma O. [Journal of the Chinese Chemical Society, 2007, vol. 54, # 4, p. 1053 - 1066]
[2]Hadi, Ali; Martin, Nazario; Seoane, Carlos; Soto, Jose L.; Albert, Armando; Cano, Felix [Journal of Heterocyclic Chemistry, 1992, vol. 29, # 5, p. 1229 - 1235]
[3]Mikhailovskii, Alexander G.; Korchagin, Denis V.; Yusov, Aleksey S.; Gashkova, Oksana V. [Chemistry of Heterocyclic Compounds, 2017, vol. 53, # 10, p. 1114 - 1119][Khim. Geterotsikl. Soedin., 2017, vol. 53, # 10, p. 1114 - 1119,6]

15
[ 140-87-4 ]
[ 6668-24-2 ]
[ 157338-57-3 ]

Reference： [1]Organic Preparations and Procedures International,1994,vol. 26,p. 465 - 468

16
[ 140-87-4 ]
[ 6126-22-3 ]

Reference： [1]Journal of the Indian Chemical Society,2009,vol. 86,p. 613 - 616
[2]Journal of Chemical Research, Miniprint,1993,p. 2301 - 2312
[3]Pharmazie,1998,vol. 53,p. 748 - 751

17
[ 140-87-4 ]
[ 100-52-7 ]
[ 4974-44-1 ]

Yield	Reaction Conditions	Operation in experiment
100%	In isopropyl alcohol at 60 - 70℃;	N'-((E)-Benzylidene)-2-((Z)-3,3-dimethyl-3,4-dihydroisoquinolin-1(2H)-ylidene)acetohydrazide (7) Cyanacetohydrazide 1 (9.9 g, 0.1 mol) was dissolved in 2-propanol(150 ml) while heating to 60-70°, and benzaldehyde(10.6 ml, 0.11 mol) was added. Precipitate of N'-benzylidene-2-cyanacetohydrazide 2 started to form after 5-10 min as large, colorless crystals. The solution was left for 2 h at room temperature and then cooled to 0° C. The product was filtered off and washed with anhydrous ether (20 ml).The hydrazone was obtained in quantitative yield and after drying for 1 h, was used in the next step without additional purification. A mixture of hydrazone 2 (3.74 g, 21 mmol)and carbinol 6 (3 ml, 20 mmol) in anhydrous benzene(50 ml) was vigorously stirred and treated by dropwise addition of concd H2SO4 (8 ml). The stirring was continuedfor 15 min at 60-70°, the reaction mixture was cooled to 20°C, poured into ice water (200 ml), while keeping the temperature at or below 25° C. The benzene layer was separated, the aqueous phase was neutralized with aqueous 25% ammonia solution while cooling with ice andmaintaining the mixture at 20° C. The precipitate thatformed was filtered off, dried, and recrystallized. Yield2.68 g (42%), colorless crystals, mp 169-170° C(2-propanol). IR spectrum, ν, cm-1: 1640 (=N), 1610 (= ofchelate), 3150-3300 (NH of chelate and NH of hydrazone).1H NMR spectrum, δ, ppm: 1.22 (6H, s, 2CH3); 2.86 (2H,s, 4-2); 8.02 (1, s, HC=N); 7.28-7.78 (9, m, H Ph);9.83 (1H, s, NH); 10.67 (1, s, NH of ring). 13C NMRspectrum, δ, ppm: 28.4 (2C); 41.3; 48.7; 76.6; 124.6; 126.5(2C); 127.0; 127.8; 128.6; 128.8 (2C); 129.1; 129.2; 130.6;135.0 (2); 140.1; 153.1. Mass spectrum, m/z (Irel, %): 319[M]+ (14), 200 (100), 159 (5), 158 (15), 119 (9). Found, %: 75.08; 6.52; N 13.23. C20H21N3. Calculated, %: 75.21; 6.63; N 13.16.
	In ethanol
	In methanol for 0.5h; Heating;

In ethanol at 20℃; for 16h;

Reference： [1]Mikhailovskii, Alexander G.; Korchagin, Denis V.; Yusov, Aleksey S.; Gashkova, Oksana V. [Chemistry of Heterocyclic Compounds, 2017, vol. 53, # 10, p. 1114 - 1119][Khim. Geterotsikl. Soedin., 2017, vol. 53, # 10, p. 1114 - 1119,6]
[2]Al-Najjar, Abdul Aziz A.; Amer, Samier Abdul Rahman; Riad, Mohamed; Elghamry, Ibrahim; Elnagdi, Mohamed Hilmy [Journal of Chemical Research - Part S, 1996, # 6, p. 296 - 297]
[3]Zelenin; Oleinik; Alekseev; Potekhin [Russian Journal of General Chemistry, 2001, vol. 71, # 7, p. 1116 - 1120]
[4]Location in patent: body text Moreira, Dayse N.; Frizzo, Clarissa P.; Longhi, Kelvis; Soares, Aline B.; Marzari, Mara R.B.; Buriol, Lilian; Brondani, Sergio; Zanatta, Nilo; Bonacorso, Helio G.; Martins, Marcos A.P. [Monatshefte fur Chemie, 2011, vol. 142, # 12, p. 1265 - 1270]

18
[ 140-87-4 ]
[ 31737-09-4 ]
Cyano-acetic acid N'-(3-methyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-hydrazide [ No CAS ]

Reference： [1]Journal of Chemical Research, Miniprint,1996,p. 2546 - 2559

19
[ 140-87-4 ]
[ 42059-80-3 ]
Cyano-acetic acid [1-(6-nitro-4-oxo-4H-chromen-3-yl)-meth-(E)-ylidene]-hydrazide [ No CAS ]

Reference： [1]Il Farmaco,2000,vol. 55,p. 21 - 26
[2]Il Farmaco,1998,vol. 53,p. 224 - 232

20
[ 3949-36-8 ]
[ 140-87-4 ]
[ 15119-34-3 ]

Reference： [1]Chemistry of Heterocyclic Compounds,1997,vol. 33,p. 1234 - 1235

21
[ 136708-37-7 ]
[ 140-87-4 ]
[ 15119-34-3 ]

Reference： [1]Chemistry of Heterocyclic Compounds,1997,vol. 33,p. 1234 - 1235

22
[ 140-87-4 ]
[ 64882-65-1 ]

Reference： [1]Schmidt; Druey [Helvetica Chimica Acta, 1954, vol. 37, p. 134,139]

23
[ 76325-79-6 ]
[ 140-87-4 ]
C₁₇H₁₅N₃O₃ [ No CAS ]

Reference： [1]Synthetic Communications,2000,vol. 30,p. 1257 - 1268

24
[ 13031-04-4 ]
[ 140-87-4 ]
cyanoacetic acid (4,4-dimethyl-2-oxodihydrofuran-3-ylidene)hydrazide [ No CAS ]

Reference： [1]European Journal of Medicinal Chemistry,2006,vol. 41,p. 192 - 200

25
[ 140-87-4 ]
[ 3468-11-9 ]
N'-(3-amino-1H-isoindol-1-ylidene)-2-cyanoacetohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
32%	In methanol for 5h; Heating;

Reference： [1]Hordiyenko, Olha V.; Biitseva, Angelina V.; Kornilov, Mikhail Yu.; Brosse, Nicolas; Hocquet, Alexandre; Jamart-Gregoire, Brigitte; Shishkin, Oleg V.; Zubatyuk, Roman I. [European Journal of Organic Chemistry, 2006, # 12, p. 2833 - 2842]

26
[ 140-87-4 ]
[ 5873-90-5 ]
[ 86999-29-3 ]

Yield	Reaction Conditions	Operation in experiment
81%	With sodium hydroxide In methanol at 0℃; for 2h; Heating / reflux;	53 5-Cyanomethyl-3-phenyl-1H-[1,2,4]triazole (I-53) A 1.40 g (33.3 mmol) portion of sodium hydroxide was dissolved in methanol (60 ml) and ice-cooled. This was mixed with 5.70 g (33.2 mmol) of methyl benzimidate hydrochloride (I-52) and 3.39 g (34.2 mmol) of cyanoacetohydrazide and heated under reflux for 2 hours. The reaction solution was concentrated under a reduced pressure, and the thus obtained residue was mixed with brine and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and the solvent was evaporated. The thus obtained residue was washed with ether, collected by filtration and dried to obtain 4.93 g (81%) of the title compound as a pale yellow solid. MS (FAB)m/z: 185 (M+1)+. 1H-NMR (DMSO-d6)δ: 4.22 (2H, s), 7.50 (3H, m), 7.97 (2H, m)

Reference： [1]Current Patent Assignee: DAIICHI SANKYO COMPANY, LIMITED - EP1717238, 2006, A1 Location in patent: Page/Page column 55

27
[ 863399-79-5 ]
[ 140-87-4 ]
3-(2-benzyloxyethyl)-5-cyanomethyl-1H-[1,2,4]triazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	With sodium hydroxide In methanol at 0℃; for 2h; Heating / reflux;	89 3-(2-Benzyloxyethyl)-5-cyanomethyl-1H-[1,2,4]triazole (I-89) A 10.0 g (43.5 mmol) portion of methyl 3-benzyloxypropionimidate hydrochloride (I-68) and 4.44 g (44.8 mmol) of cyanoacetohydrazide were added under ice-cooling to a methanol (80 ml) solution of 1.83 g (43.5 mmol) of sodium hydroxide and heated under reflux for 2 hours. After cooling, the reaction solution was concentrated under a reduced pressure, the thus obtained residue was applied to a silica gel column chromatography, and 9.39 g (89%) of the title compound was obtained as a colorless solid from an eluate of chloroform-methanol (1:0 → 100:1 → 50:1 v/v). MS (FAB)m/z: 243 (M+1)+. 1H-NMR (CDCl3)δ: 3.08 (2H, t, J= 5.7 Hz), 3.79 (2H, t, J= 5.7 Hz), 3.81 (2H, s), 4.55 (2H, s), 7.26-7.40 (5H, m), 11.50 (1H, brs).

Reference： [1]Current Patent Assignee: DAIICHI SANKYO COMPANY, LIMITED - EP1717238, 2006, A1 Location in patent: Page/Page column 65

28
[ 140-87-4 ]
[ 2208-07-3 ]
[ 86999-26-0 ]

Yield	Reaction Conditions	Operation in experiment
74%	With sodium hydroxide In methanol for 2h; Heating / reflux;	77 5-Cyanomethyl-3-methyl-1H-[1,2,4]triazole (I-77) A methanol (60 ml) solution of 3.39 g (95%, 34.2 mmol) of sodium hydroxide was mixed with 4.10 g (33.2 mmol) of ethyl acetimidate hydrochloride (I-55) and 3.39 g (34.2 mmol) of cyanoacetohydrazide and heated under reflux for 2 hours. After cooling, the reaction solution was concentrated under a reduced pressure, the thus obtained residue was mixed with ethanol, the insoluble material was removed by filtration, and the solvent of the filtrate was evaporated. The thus obtained residue was applied to a silica gel column chromatography, and 3.01 g (74%) of the title compound was obtained as a colorless solid from a chloroform-methanol (30:1 v/v) eluate. MS (FAB)m/z: 123 (M+1)+. 1H-NMR (DMSO-d6)δ: 2.32 (3H, s), 4.03 (2H, s).

Reference： [1]Current Patent Assignee: DAIICHI SANKYO COMPANY, LIMITED - EP1717238, 2006, A1 Location in patent: Page/Page column 62

29
[ 140-87-4 ]
[ 134-81-6 ]
[ 79225-55-1 ]

Yield	Reaction Conditions	Operation in experiment
95%	In <i>N</i>-methyl-acetamide	1 4-Cyano-5,6-diphenyl-3-(2H)-pyridazinone EXAMPLE 1 4-Cyano-5,6-diphenyl-3-(2H)-pyridazinone Benzil 63.1 grams (0.3 mole) along with 30 grams (0.3 mole) of cyanoacetohydrazide in 200 mls of dimethylformamide was heated at 110° C. for five hours. The solution was cooled and the precipitant solid was filtered and washed with ethyl alcohol. The filtrate was vacuum distilled and the residual solid was washed with ethyl alcohol and filtered. There was isolated 74.5 grams, a 95% yield, of a solid which melted at 280°-281° C. Calculated for C17 H11 N3 O, C, 74.7; H, 4.1; N, 15.4. Found: C, 74.4; H, 4.16; N, 15.2. The infrared spectra showed the nitrile at 4.5μ; the STR57 band for an amide at 6.0μ.
94%	With Ce_0.94Ca_0.05Sr_0.01O_1.94 In neat (no solvent) at 110℃; for 0.0333333h;
94%	With piperidine In ethanol for 0.0333333h; Microwave irradiation;	3-Oxo-5,6-diphenyl-2,3-dihydropyridazine-4-carbonitrile (1). Method [A]: Microwave radiation Equimolar amounts of benzil and cyanoacetohydrazide in ethanol and drops of piperidine were irradiated in microwave oven for 2 min. The reaction mixture was cooled at room temperature and then treated with water. The solid product formed was filtered off, dried and recrystallized from ethanol to give compound (1) (Yield: 94%); off-white crystals; m.p. 264-266 °C (lit. m.p. 260-261 °C)[25]; IR (KBr) (ν, cm-1): 3194 (NH), 3064 (CHarom), 2230 (CN), 1665 (CO).

With potassium carbonate In ethanol for 12h; Reflux;

Reference： [1]Current Patent Assignee: HANGZHOU TIGERMED CONSULTING CO., LTD. - US4545810, 1985, A
[2]Singh, Praveen; Kumar, Ranjeet; Yadav, Brijesh Kumar; Khanna, Ranjana S.; Tewari, Ashish Kumar [RSC Advances, 2014, vol. 4, # 93, p. 51239 - 51243]
[3]Hashem, Heba E.; Haneen, David S. A.; Saied, Khaled F.; Youssef, Ahmed S. A. [Synthetic Communications, 2019, vol. 49, # 22, p. 3169 - 3180]
[4]Kumar, Ranjeet; Singh, Praveen; Gaurav, Archana; Yadav, Pratima; Khanna, Ranjana S.; Tewari, Ashish Kumar [Journal of Chemical Sciences, 2016, vol. 128, # 4, p. 555 - 564]

30
[ 140-87-4 ]
[ 73-31-4 ]
[ 959933-48-3 ]

Reference： [1]European Journal of Medicinal Chemistry,2007,vol. 42,p. 1285 - 1292

31
[ 98-03-3 ]
[ 140-87-4 ]
2-cyano-N′-((thiophen-2-yl)methylene)acetohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With acetic acid In ethanol at 180℃; for 2h;	2.3.2. Preparation of the ligand, 2-cyano-N-((thiophene-2-yl)methylene) acetohydrazide (HL) A mixture of 2-cyanoacetohydrazide (2 gm, 20.2 mmol) and 2- thiophene carbaldehyde (1.88 ml, 20.1 mmol) with one drop of acetic acid in ethanol (30 ml) was refluxed on a hot plate for 2 h. The product was filtered off, and recrystallized from ethanol then dried under vacuum to give the ligand, HL, Scheme 1 , yellow crys- tals, yield 80%, m.p. 180 °C. The proposed formula of the ligand HL is in good agreement with the stoichiometries concluded from analytical data and mass spectra.
	With formic acid In dimethyl sulfoxide
	With acetic acid In ethanol for 0.5h; Reflux;

	With acetic acid In dichloromethane at 20℃; for 5h;	1.1 (1) Synthesis of intermediates 0.01 mol of cyanoacetylhydrazine was placed in a three-necked flask,15 mL of dichloromethane was added as a solvent,3mL acetic acid as catalyst,Stir at room temperature.0.01 mol of thiophene-2-carbaldehyde was added to 5 mL of dichloromethane,Fully dissolved, with a constant pressure dropping funnel drop added to the three bottles,Reaction 5h,The end point was measured with a thin layer of silica gel (TLC).The reaction solution was placed in a beaker and repeatedly washed with distilled water to neutral.Separated and distilled under reduced pressure, filtered and dried to give intermediate.
	With acetic acid In ethanol Reflux;

Reference： [1]El-ghamry, Mosad A.; Shebl, Magdy; Saleh, Akila A.; Khalil, Saied M.E.; Dawy, Magdah; Ali, Amira A.M. [Journal of Molecular Structure, 2022, vol. 1249]
[2]Hanna, M. Leslie; Tarasow, Theodore M.; Perkins, Julie [Bioorganic Chemistry, 2007, vol. 35, # 1, p. 50 - 58]
[3]Nasr, Tamer; Bondock, Samir; Youns, Mahmoud [European Journal of Medicinal Chemistry, 2014, vol. 76, p. 539 - 548]
[4]Current Patent Assignee: XIHUA UNIVERSITY - CN107098894, 2017, A Location in patent: Paragraph 0039-0041; 0045-0047; 0051-0053; 0057-0059
[5]Shaik, Khasim; Deb, Pran Kishore; Mailavaram, Raghu Prasad; Chandrasekaran, Balakumar; Kachler, Sonja; Klotz, Karl-Norbert; Jaber, Abdul Muttaleb Yousef [Chemical Biology and Drug Design, 2019, vol. 94, # 2, p. 1568 - 1573]

32
[ 140-87-4 ]
[ 10111-08-7 ]
C₇H₇N₅O [ No CAS ]

Reference： [1]Bioorganic Chemistry,2007,vol. 35,p. 50 - 58

33
[ 140-87-4 ]
[ 52606-02-7 ]
C₁₀H₁₁N₅O₃ [ No CAS ]

Reference： [1]Bioorganic Chemistry,2007,vol. 35,p. 50 - 58

34
[ 12093-10-6 ]
[ 140-87-4 ]
C₁₀H₉FeCHNNHCOCH₂CN [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With rice husk ash In neat (no solvent) at 20℃; for 1h; Inert atmosphere; Schlenk technique;	3.2. Synthesis of [( 5 -C 5 H 5 )F e ( 5 -C 5 H 4 )C(R)NNH(CO)CH 2 CN], ( R = H (1). Me (3)) General procedure: In a 100 ml round bottomed flask containing 1 g of rice husk ash (RHA), dichloromethane solution of ferrocenylcarboxylde- hyde (0.5 mmol, 108 mg) or monoacetyl ferrocene (0.5 mmol, 115 mg) was added and mixed thoroughly using magnetic stir- rer. Solvent was evaporated to dryness using vacuum to obtain a solid mixture. Cyanoacetyl hydrazide (0.5 mmol, 50 mg) was then added to the reaction flask and the reaction mixture was stirred continuously for one hour at room temperature in case of aldehyde derivative while, monoacetyl ferrocene requires a tem- perature of 50 °-55 °C for the completion of the reaction. Af- ter the reaction, the solid reaction mixture was cooled and ex- tracted in dichloromethane solvent and subjected to chromato- graphic work up using short column chromatography. Elution with 20% ethylacetate: n-hexane solvent mixture afforded orange col- ored compounds, [{( 5 -C 5 H 5 )Fe( 5 -C 5 H 4 )C(R) = NNHC(O)CH 2 CN}], ( R = H ( 1 ). Me ( 3 )). Trace amount of the reactants have been observed during the chromatographic workup. (Yields: 1 : 126 mg (85%), 3 : 136 mg (88%).1: Anal. calcd. (found): C, 56.98 (57.24); H, 4.44 (4.31); N, 14.24 (14.46). IR ( , cm -1 , CH 2 Cl 2 ): 2265(m), 1688(vs), 1610(m). 1 H NMR ( , DMSO): 4.07 (s, -C H 2 , 2H), 4.22 (s, 5 -C 5 H 4 , 5H), 4.42 (t, J = 2 Hz, 5 -C 5 H 4 , 2H), 4.64 (t, J = 2 Hz, 5 -C 5 H 4 , 2H), 7.83 (s, -C H = N -), 11.53 (s, -N H , 1H). 13 C NMR ( , DMSO): 24.64 (- C H 2 - ), 67.92 ( 5 - C 5 H 4 ), 69.47 ( 5 - C 5 H 5 ), 70.56 ( 5 - C 5 H 4 ), 79.00 ( 5 - C 5 H 4 ), 116.62 (-H C = N ), 145.81 (- C N), 164.37 ( C = O ). MS (ESI): m/z 295.04 (M) + 3: Anal. calcd. (found): C, 58.28 (58.43); H, 4.89 (4.78); N, 13.59 (13.68). IR( , cm -1 , CH 2 Cl 2 ): 2264 (m), 1681 (vs), 1634 (m). NMR: 1 H NMR ( , CDCl 3 ): 2.23 (s, -C H 3 , 3H), 3.87 (s, -C H 2 , 2H), 4.19 (s, 5 -C 5 H 4 , 5H), 4.40 (t, 5 -C 5 H 4 , 2H), 4.62 (s, 5 -C 5 H 4 , 2H), 9.80 (s, -N H , 1H). 13 C NMR ( , CDCl 3 ): 14.36 (- C H 3 ), 24.68 (- C H 2 - ), 67.14 ( 5 - C 5 H 4 ), 69.41 ( 5 - C 5 H 5 ), 70.48 ( 5 - C 5 H 4 ), 82.16 ( 5 - C 5 H 4 ), 114.26 (-H C = N ), 152.46 (- C N ) , 164.21 ( C = O ). MS (ESI): m/z 308.50 (M) + .
79%	In ethanol boiling;
79%	In ethanol boiling;

Reference： [1]Barik, Tulasi; Chatterjee, Saurav; Ghosh, Avishek; Mobin, Shaikh M. [Journal of Organometallic Chemistry, 2021, vol. 933]
[2]Popp; Kirby [Journal of Chemical and Engineering Data, 1963, vol. 8, p. 604]
[3][Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Fe: Org.Verb.A4, 5.1.4.5.4, page 181 - 191]

35
[ 140-87-4 ]
[ 59938-06-6 ]
[ 326020-45-5 ]

Reference： [1]Monatshefte fur Chemie,2008,vol. 139,p. 1049 - 1054

36
[ 140-87-4 ]
[ 17028-61-4 ]
[ 329053-80-7 ]

Reference： [1]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 2686 - 2703

37
[ 140-87-4 ]
[ 13909-73-4 ]
[ 1254255-08-7 ]

Reference： [1]Archiv der Pharmazie,2010,vol. 343,p. 528 - 534

38
[ 140-87-4 ]
[ 151668-40-5 ]
[ 1346237-65-7 ]

Reference： [1]Tetrahedron Letters,2011,vol. 52,p. 6271 - 6274

39
[ 140-87-4 ]
[ 825-40-1 ]
[ 1374879-73-8 ]

Reference： [1]Journal of Heterocyclic Chemistry,2012,vol. 49,p. 272 - 280

40
[ 140-87-4 ]
[ 1198097-97-0 ]
[ 1421696-05-0 ]

Reference： [1]Synthetic Communications,2013,vol. 43,p. 961 - 978

41
[ 1593-08-4 ]
[ 140-87-4 ]
[ 119143-48-5 ]

Yield	Reaction Conditions	Operation in experiment
95%	In ethanol; water; for 3h;	2-Formoxyl-quinoxaline (2 g) was dissolved with 95% ethanol (25 ml). Neohydrazid (1.2 g) in 5 ml water was added to a 100 ml round-bottom flask and stirred for 3 h. The solution was crystallized under -4 C and filtered. A white solid was obtained, with a yield of 3 g (95%).

Reference： [1]Journal of Molecular Structure,2013,vol. 1035,p. 69 - 75

42
[ 3449-48-7 ]
[ 140-87-4 ]
[ 100-52-7 ]
2-amino-8-methyl-4-phenyl-5,6-dihydro-11H-pyrido[2,3-a]carbazole-3-carbohydrazide [ No CAS ]