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[ CAS No. 2619-88-7 ] {[proInfo.proName]}

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Product Details of [ 2619-88-7 ]

CAS No. :2619-88-7 MDL No. :MFCD00066357
Formula : C16H34N2O Boiling Point : -
Linear Structure Formula :- InChI Key :SSVSELJXJJCANX-UHFFFAOYSA-N
M.W : 270.45 Pubchem ID :225536
Synonyms :

Calculated chemistry of [ 2619-88-7 ]

Physicochemical Properties

Num. heavy atoms : 19
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.94
Num. rotatable bonds : 15
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 84.74
TPSA : 55.12 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.17 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.87
Log Po/w (XLOGP3) : 5.33
Log Po/w (WLOGP) : 4.46
Log Po/w (MLOGP) : 3.72
Log Po/w (SILICOS-IT) : 4.28
Consensus Log Po/w : 4.33

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.88
Solubility : 0.0353 mg/ml ; 0.00013 mol/l
Class : Soluble
Log S (Ali) : -6.24
Solubility : 0.000156 mg/ml ; 0.000000576 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -5.58
Solubility : 0.000718 mg/ml ; 0.00000265 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.55

Safety of [ 2619-88-7 ]

Signal Word:Danger Class:4.1
Precautionary Statements:P210-P240-P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P330-P362-P370+P378-P403+P233-P501 UN#:1325
Hazard Statements:H228-H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 2619-88-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2619-88-7 ]

[ 2619-88-7 ] Synthesis Path-Downstream   1~92

  • 1
  • [ 112-39-0 ]
  • [ 2619-88-7 ]
YieldReaction ConditionsOperation in experiment
92% With hydrazine hydrate; In methanol; at 130℃; for 4h; Next, a solution of methyl palmitate (4?90 g, 10 mmol) in methanol (30 ml)was placed in a pressure flask and hydrazine hydrate (99%, 4 ml, 82 mmol) was added. The resulting mixture was allowed to reach a temperature of 130C for 4h. The mixture was cooled to room temperature and the solvent and volatile substances were evaporated under vacuum. The resulting crude compound was recrystallized from ethanol affording the expected hydrazide (4.5g, 92% yield). Mp = 110 C. IR, upsilonmax(cm-1): 3315, 3289, 2918, 2848; 1627. 1H-NMRdeltaH (ppm): 6.84 (s, 1H, NH), 3.74(s, 2H, NH2), 2.14 (deform. t,J =7.5 Hz, CH2CONH), 1.62 (m, 2H, CH2CH2CO), 1.37-1.21 (m, 24H, 12xCH2), 0.87 (t,J 7.8 Hz, 3H, CH3). 13C-NMR,deltaC (ppm): 174.1 (CO), 34.16-22.74 (14xCH2), 13.9 (CH3). MS (DIP) m/z: 270 (M+, 50%).HRMS required for C16H34N2O requires: 270.2671; found: 270.2675.
Ca. 81% With hydrazine hydrate; In ethanol; at 20 - 80℃; for 8h;Inert atmosphere; nder nitrogen protection,Methyl palmitate7.6g was added to the reaction flask containing 80ml of ethanol,Add 5.6 ml of hydrazine hydrate under stirring at room temperature.Warming up to 80 C,Reaction for 8 hours,After the reaction was completed, it was cooled to room temperature and stirred overnight.Filtered to give a white solid 6.1g.The yield is approximately 81%.
With hydrazine hydrate; for 4h;Reflux; General procedure: Dissolved the esters of substituted fatty acids (0.01 mol), in 4 mL of hydrazine hydrate was added drop wise with stirring. The resulting mixture was allowed to reflux for 4 h. The reaction mixture was cooled to room temperature and diluted with water. It was filtered, washed thoroughly with water. The product was purified by recrystallization from methanol.
  • 3
  • [ 870-72-4 ]
  • [ 2619-88-7 ]
  • (<i>N'</i>-palmitoyl-hydrazino)-methanesulfonic acid ; sodium-salt [ No CAS ]
  • 6
  • [ 100-63-0 ]
  • [ 57-10-3 ]
  • [ 2619-88-7 ]
YieldReaction ConditionsOperation in experiment
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; triethylamine In tetrahydrofuran
  • 7
  • [ 2619-88-7 ]
  • [ 14152-97-7 ]
  • [ 79857-61-7 ]
YieldReaction ConditionsOperation in experiment
87% for 3h; Heating;
  • 8
  • [ 17823-58-4 ]
  • [ 2619-88-7 ]
  • 5-Amino-1-hexadecanoyl-3-methylsulfanyl-1H-pyrazole-4-carboxylic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% In ethanol for 4h; Heating;
  • 9
  • [ 2619-88-7 ]
  • [ 111479-66-4 ]
  • 5-Amino-1-hexadecanoyl-3-mercapto-1H-pyrazole-4-carboxylic acid amide [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% In ethanol for 4h; Heating;
  • 10
  • [ 2619-88-7 ]
  • [ 81431-98-3 ]
  • [ 515132-84-0 ]
YieldReaction ConditionsOperation in experiment
96% In ethanol for 6h; Heating;
  • 11
  • [ 2619-88-7 ]
  • [ 515132-95-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 96 percent / ethanol / 6 h / Heating 2: 93 percent / NaOH / H2O / 0.08 h / 60 °C
  • 12
  • [ 2619-88-7 ]
  • 5-morpholino-2-pentadecanyl-1,2,4-triazolo[1,5-c]quinazoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 96 percent / ethanol / 6 h / Heating 2: 96 percent / H2O2 / H2O / 80 °C
  • 13
  • [ 2619-88-7 ]
  • 2-pentadecanyl-5-piperidino-1,2,4-triazolo[1,5-c]quinazoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 96 percent / ethanol / 6 h / Heating 2: 93 percent / NaOH / H2O / 0.08 h / 60 °C 3: 97 percent / 16 h / Heating
  • 14
  • [ 57-10-3 ]
  • [ 2619-88-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: hydrochloric acid 2: hydrazine hydrate
Multi-step reaction with 2 steps 1: sulfuric acid / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux
Multi-step reaction with 2 steps 1: sulfuric acid / 4 h / 65 °C 2: hydrazine dihydrochloride; sodium methylate / methanol / 24 h / 65 °C
Multi-step reaction with 2 steps 1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide / 12 h / 25 °C 2: trifluoroacetic acid / dichloromethane / 0.25 h / 25 °C
Multi-step reaction with 2 steps 1: Reflux; Inert atmosphere 2: hydrazine hydrate / 0.08 h / Microwave irradiation; Inert atmosphere
Multi-step reaction with 2 steps 1: sulfuric acid 2: hydrazine / ethanol
Multi-step reaction with 2 steps 1: sulfuric acid / Heating 2: hydrazine / ethanol / Heating
Multi-step reaction with 2 steps 1: sulfuric acid 2: hydrazine hydrate
Multi-step reaction with 2 steps 1: sulfuric acid / 5 h / Reflux 2: hydrazine hydrate / 4 h / Reflux
Multi-step reaction with 2 steps 1: 24 h / 90 °C / Acidic conditions 2: hydrazine hydrate / ethanol / 24 h
Multi-step reaction with 2 steps 1: sulfuric acid / benzene / 6 h / Reflux 2: hydrazine hydrate / benzene / 6 h / Reflux
Multi-step reaction with 2 steps 1: sulfuric acid / 5 h / Reflux 2: hydrazine hydrate / methanol / 4 h / 130 °C
Multi-step reaction with 2 steps 1: sulfuric acid / Reflux 2: hydrazine hydrate / ethanol / 8 h / Reflux
Multi-step reaction with 2 steps 1: hydrogenchloride / 2 h / Reflux 2: hydrazine / methanol / 6 h / Reflux
With hydrazine In ethanol Acidic conditions;

Reference: [1]Curtius; Dellschaft [Journal fur praktische Chemie (Leipzig 1954), 1901, vol. &lt;2&gt;64, p. 435]
[2]Kumar, Davinder; Kapoor, Archana; Thangadurai, Ananda; Kumar, Pradeep; Narasimhan, Balasubramanian [Chinese Chemical Letters, 2011, vol. 22, # 11, p. 1293 - 1296] Kumar, Davinder; Narang, Rakesh; Judge, Vikramjeet; Kumar, Devinder; Narasimhan, Balasubramanian [Medicinal Chemistry Research, 2012, vol. 21, # 3, p. 382 - 394]
[3]Beck, Paulo; Dos Santos, Juliane M.; Kuhn, Bruna L.; Moreira, Dayse N.; Flores, Alex F. C.; Martins, Marcos A. P.; D'Oca, Marcelo G. M.; Piovesan, Luciana A. [Journal of the Brazilian Chemical Society, 2012, vol. 23, # 11, p. 2122 - 2127]
[4]Liang, Chun-Hui; Ye, Wei-Liang; Zhu, Chun-Lai; Na, Ren; Cheng, Ying; Cui, Han; Liu, Dao-Zhou; Yang, Zhi-Fu; Zhou, Si-Yuan [Molecular Pharmaceutics, 2014, vol. 11, # 5, p. 1378 - 1390]
[5]Pore, Vandana S.; Agalave, Sandip G.; Pharande, Shrikant G.; Patil, Prashant A.; Kotmale, Amol S. [New Journal of Chemistry, 2015, vol. 39, # 1, p. 453 - 460]
[6]Jubie, Selvaraj; Yadhav, Pawan Kumar; Chandrasekar, Moola Joghee Nanjan; Priya, Jeyapal Gomathi; Mvnl, Chaitanya; Dhanabal, Palanisamy [Letters in drug design and discovery, 2015, vol. 12, # 6, p. 495 - 499]
[7]Yildirim, Ayhan [Acta Chimica Slovenica, 2015, vol. 62, # 2, p. 473 - 478]
[8]Jasiak, Karolina; Kudelko, Agnieszka; Zieliński, Wojciech; Kuźnik, Nikodem [Arkivoc, 2016, vol. 2017, # 2, p. 87 - 106]
[9]Naga Sudha; Yella Subbaiah; Srikanth; Venkata Ramana Reddy; Sneha Latha; Vijaya Lakshmi [Asian Journal of Chemistry, 2017, vol. 29, # 11, p. 2369 - 2371]
[10]de Almeida, Angelina Maria; de Oliveira, Bruno Assis; de Castro, Pedro Pôssa; de Mendonça, Camille Carvalho; Furtado, Ricardo Andrade; Nicolella, Heloiza Diniz; da Silva, Vânia Lúcia; Diniz, Cláudio Galuppo; Tavares, Denise Crispim; Silva, Heveline; de Almeida, Mauro Vieira [BioMetals, 2017, vol. 30, # 6, p. 841 - 857]
[11]Soliman, Hanaa M.; El-Shattory [Egyptian Journal of Chemistry, 2017, vol. 60, # 4, p. 591 - 600]
[12]Chehrouri, Manel; Othman, Adil A.; Jiménez-Cecilia, Samuel; Moreno-Cabrerizo, Cristina; Sansano, José M. [Synthetic Communications, 2019, vol. 49, # 10, p. 1301 - 1307]
[13]Jubie; Bincy; Jameera Begam; Ashish; Kalirajan; Afzal Azam [Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2018, p. 671 - 678]
[14]Current Patent Assignee: UNIVERSITY OF CALIFORNIA - WO2021/119606, 2021, A1
[15]Akhgar, Mohammad Reza; Ghazanfari, Dadkhoda; Ghodratbeigi, Mohsen; Shirmohammadi, Mahdi; Souzangarzadeh, Saeid [Turkish Journal of Chemistry, 2021, vol. 45, # 6, p. 1805 - 1813]
  • 15
  • Shi's ketone [ No CAS ]
  • [ 2619-88-7 ]
  • [ 1158837-39-8 ]
  • [ 1158837-27-4 ]
YieldReaction ConditionsOperation in experiment
With acetic acid In methanol at 20℃; for 12h;
  • 16
  • [ 75-15-0 ]
  • [ 2619-88-7 ]
  • [ 1160227-20-2 ]
YieldReaction ConditionsOperation in experiment
70% With potassium hydroxide In ethanol for 6h; Reflux;
With potassium hydroxide In methanol at 0 - 20℃;
With potassium hydroxide In ethanol The required dithiocarbazinate (3) was synthesized by reacting hydrazide with carbon disulfide and ethanolic solution of potassium hydroxide
  • 18
  • [ 2619-88-7 ]
  • [ 100-52-7 ]
  • [ 767332-67-2 ]
YieldReaction ConditionsOperation in experiment
65% With hydrogenchloride In ethanol for 2h; Reflux; General procedure for the synthesis of N-acylhydrazones 3a-s. General procedure: N-acylhydrazones 3a-s were prepared by HCl catalyzed condensation of acid hydrazides 1a-i with the selected aromatic and aliphatic aldehydes 2a-h in ethanol according to the procedure described in the literature.82 The resulting precipitate was isolated by filtration, washed with EtOH and then recrystallized from EtOH to afford the pure N-acylhydrazone 3a-s.
62.3% In ethanol Reflux;
  • 19
  • [ 2619-88-7 ]
  • [ 215510-13-7 ]
  • [ 1259413-52-9 ]
YieldReaction ConditionsOperation in experiment
In methanol; ethanol at 50℃; for 4h;
  • 20
  • [ 2619-88-7 ]
  • [ 73771-35-4 ]
  • [ 1273028-55-9 ]
YieldReaction ConditionsOperation in experiment
43.1% In ethanol Reflux;
  • 21
  • [ 2619-88-7 ]
  • [ 123-08-0 ]
  • [ 881660-32-8 ]
YieldReaction ConditionsOperation in experiment
52.01% In ethanol Reflux;
  • 22
  • [ 2619-88-7 ]
  • 4-methoxy-4-(4-methylphenyl)-1,1,1-trichloro-3-buten-2-one [ No CAS ]
  • C27H44N2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% Stage #1: palmitic acid hydrazide; 4-methoxy-4-(4-methylphenyl)-1,1,1-trichloro-3-buten-2-one With boron trifluoride - methanol (1/1) at 25℃; for 0.5h; Stage #2: In methanol at 65℃; for 24h;
  • 23
  • [ 2619-88-7 ]
  • 4-(4-bromophenyl)-4-methoxy-1,1,1-trichloro-3-buten-2-one [ No CAS ]
  • C26H41BrN2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% Stage #1: palmitic acid hydrazide; 4-(4-bromophenyl)-4-methoxy-1,1,1-trichloro-3-buten-2-one With boron trifluoride - methanol (1/1) at 25℃; for 0.5h; Stage #2: In methanol at 65℃; for 24h;
  • 24
  • 4-(4-chlorophenyl)-4-methoxy-1,1,1-trichloro-3-buten-2-one [ No CAS ]
  • [ 2619-88-7 ]
  • C26H41ClN2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% Stage #1: 4-(4-chlorophenyl)-4-methoxy-1,1,1-trichloro-3-buten-2-one; palmitic acid hydrazide With boron trifluoride - methanol (1/1) at 25℃; for 0.5h; Stage #2: In methanol at 65℃; for 24h;
  • 25
  • 4-(4-fluorophenyl)-4-methoxy-1,1,1-trichloro-3-buten-2-one [ No CAS ]
  • [ 2619-88-7 ]
  • C26H41FN2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% Stage #1: 4-(4-fluorophenyl)-4-methoxy-1,1,1-trichloro-3-buten-2-one; palmitic acid hydrazide With boron trifluoride - methanol (1/1) at 25℃; for 0.5h; Stage #2: In methanol at 65℃; for 24h;
  • 26
  • (E)-1,1,1-Trifluoro-4-methoxy-4-(4-methoxy-phenyl)-but-3-en-2-one [ No CAS ]
  • [ 2619-88-7 ]
  • C27H44N2O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% Stage #1: (E)-1,1,1-Trifluoro-4-methoxy-4-(4-methoxy-phenyl)-but-3-en-2-one; palmitic acid hydrazide With boron trifluoride - methanol (1/1) at 25℃; for 0.5h; Stage #2: In methanol at 65℃; for 24h;
  • 27
  • [ 2619-88-7 ]
  • 1,1,1-trifluoro-4-methoxypent-3-en-2-one [ No CAS ]
  • C21H40N2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% Stage #1: palmitic acid hydrazide; 1,1,1-trifluoro-4-methoxypent-3-en-2-one With boron trifluoride - methanol (1/1) at 25℃; for 0.5h; Stage #2: In methanol at 65℃; for 24h;
  • 28
  • [ 2619-88-7 ]
  • [ 104-88-1 ]
  • [ 1415230-15-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: benzene / 10 h / Reflux 2: zinc(II) chloride / N,N-dimethyl-formamide / 15 h / Reflux
  • 29
  • [ 75-15-0 ]
  • [ 2619-88-7 ]
  • 5-pentadecyl-1,3,4-thiadiazole-2(3H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide In ethanol for 5h; Reflux;
  • 30
  • [ 75-15-0 ]
  • [ 2619-88-7 ]
  • 5-pentadecyl-2,3-dihydro-1,3,4-oxadiazole-2-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% Stage #1: palmitic acid hydrazide With sodium dodecyl-sulfate; potassium hydroxide In ethanol; water Stage #2: carbon disulfide In ethanol; water for 2h; Reflux; Stage #3: With hydrogenchloride In ethanol; water at 0 - 5℃; Typical Experimental Procedures forthe Synthesis of 5-Substituted-1,3,4-oxadiazole-2(3H)-thiones General procedure: Potassium hydroxide (0.2 g, 3.6 mmol) was dissolvedin 1 mL of water and absolute ethanol (25 mL) wasadded. Hydrazide 1c (0.6 g, 2.2 mmol) and SDS (0.06 g,10% mmol/mmol) were added to the above basic solution.After the formation of a clear solution, CS2 (0.3 g, 0.24 m-L, 3.9 mmol) was added dropwise and the mixture stirred at reflux for 2 h. The reaction mixture was concentratedunder vacuum, and 10 mL of ice-cooled water was added.Afterwards, the solution was acidified with cooled 1MHCl(aq). The obtained solid was filtered under vacuumand dried at room temperature and ambient pressure for 24 h. It was crystallized from EtOH/H2O as a white crystallinesolid; yield 0.69 g (100%); mp 83-84°C; IR (KBr):3205, 1620, 1176, 1068 cm-1; 1H NMR (400 MHz,CDCl3): δ 10.93 (s, 1H, -NH), 2.69 (t, J 7.6 Hz, 2H, -CH2-het), 1.74 (quin, J 7.5 Hz, 2H, -CH2CH2CH2-het),1.43-1.22 (m, 24H, -CH2-), 0.87 (t, J 6.4 Hz, 3H, -CH3);13C NMR (100 MHz, CDCl3): δ 178.54, 164.90, 31.87,29.54, 29.52, 29.32, 29.29, 28.99, 28.76, 25.67, 25.53,22.66, 14.10. Anal. Calcd for C17H32N2OS: C, 65.34; H,10.32; N, 8.96; S, 10.26. Found: C, 65.15; H, 10.09; N,8.49; S, 10.28.
95% Stage #1: carbon disulfide; palmitic acid hydrazide With potassium hydroxide In ethanol; water for 24h; Reflux; Stage #2: With hydrogenchloride In water General method for the synthesis of 5-alkyl-2,3-dihydro-1,3,4-oxadiazole-2-thiones 5a (n = 10), 5b (n = 12), 5c (n = 14), 5d (n = 15), 5e (n = 16)11-15 General procedure: Potassium hydroxide (1.5 equivalents) was dissolved in a minimum amount of water and EtOH(50 mL) was added. Hydrazide 4a (n = 10), 4b (n = 12), 4c (n = 14), 4d (n = 15), 4e(n = 16) (1 equivalent) was added dropwise to the above basic solution. After the formationof a clear solution, CS2 (1.5 equivalents) was added dropwise and refluxed for 24 h. The solvent was evaporated under vacuum, and a large quantity of ice-cooled water was added. Afterwards, the solution was acidified with diluted HCl(aq). The observed solid was filtered under vacuum and dried at room temperature for 24 h. It was crystallized from EtOH/H2O as a white crystalline solid.
89% With potassium hydroxide In ethanol; water at 20℃; for 24h; Reflux; 5-Pentadecyl-3H-(1,3,4)-oxadiazol-2-thione (2) A solution of palmitic hydrazide (0.91 g, 3.36 mmol) in EtOH was slowly added to another solution containing KOH (0.29 g, 5.0 mmol) dissolved in the minimum amount of water with EtOH (10 ml).Carbon disulphide (6 ml, 100 mmol) was added dropwise at room temperature and the reflux is maintained for 24 h. Ice was added followed by hydrochloric acid to get acid pH.A white precipitate appeared and it was filtered, dried and recrystallized in EtOH/H2O obtaining pure heterocycle (0.92g, 89% yield). Mp = 60°C from EtOH/H2O. IR,υmax (cm-1): 3141, 2915-2849, 1618, 1176. 1H-NMR,δH (ppm): 11.31 (s, 1H, NH), 2.71 (t, J = 7.8 Hz, 2H, CH2), 1.74 (m, 2H, CH2); 1.26-1.40 (m, 24H, CH2), 0.88 (t, J = 7.5 MHz,3H, CH3).13C-NMR, δC (ppm): 164.9 (N=CO), 32.2-22.7 (14xCH2), 14.4 (CH3). MS (DIP) m/z: 312 (M+, 34%).HRMS required for C17H32N2OSrequires: 312.2235; found: 312.2239.
86% With potassium hydroxide In ethanol Reflux;
With potassium hydroxide In ethanol for 5h; Reflux;

  • 31
  • [ 2619-88-7 ]
  • 4-amino-5-pentadecyl-2,4-dihydro-3H-1,2,4-triazole-3-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 10 h / Reflux
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol / 18 h / 20 °C 2: hydrazine hydrate / water / 16 h / Reflux
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol 2: hydrazine
  • 32
  • [ 2619-88-7 ]
  • C32H62N2O5S2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol / 5 h / Reflux 2: potassium hydroxide
  • 33
  • [ 1169393-99-0 ]
  • [ 2619-88-7 ]
YieldReaction ConditionsOperation in experiment
With trifluoroacetic acid In dichloromethane at 25℃; for 0.25h;
  • 34
  • [ 23214-92-8 ]
  • [ 2619-88-7 ]
  • [ 1594049-41-8 ]
YieldReaction ConditionsOperation in experiment
52.4% With trifluoroacetic acid In dichloromethane at 25℃;
  • 35
  • [ 75-15-0 ]
  • [ 2619-88-7 ]
  • [ 74655-63-3 ]
YieldReaction ConditionsOperation in experiment
80% With potassium hydroxide In ethanol Reflux;
68% Stage #1: carbon disulfide; palmitic acid hydrazide With potassium hydroxide In ethanol for 1h; Reflux; Stage #2: With hydrogenchloride General Procedure for the Synthesis of 5-substituted-1,3,4-oxadiazole-2-thiol 4a-h General procedure: To a solution of the prepared hydrazide 3a-h (0.01mol)in ethanolic potassium hydroxide (20 ml), carbon disulfide (2ml) was added dropwise over a period of 30 min while stirring. Stirring was continued for another 30 min. The reactio nmixture was refluxed until the evolution of all H2S gas ceased. The salt formed was dissolved in water, acidified with HCl, the mass obtained was filtered off to give:
45% With potassium hydroxide In ethanol for 38h; Reflux; Synthesis of 5-N-alkyl-1,3, 4-oxadiazole-2-thiol (3F1-3F4): General procedure: Potassium hydroxide (0.01 mol) was dissolved in absolute ethanol (50 mL). To the above solution, acid hydazide (2) and carbon disulfide (0.01 mol) was added. The reaction mixture was refluxed on water bath for 38 h until hydrogen sulphide ceased completely. The reaction mixture was cooled to room temperature. On acidification with dil. hydrochloric acid, the precipitate was obtained which was filtered, washed thoroughly with water and recrystallized from ethanol.
  • 36
  • [ 2619-88-7 ]
  • [ 81-25-4 ]
  • N'-((R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]-phenanthren-17-yl)pentanoyl)palmito hydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
26% With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 8h; Inert atmosphere;
  • 37
  • [ 2619-88-7 ]
  • [ 25316-40-9 ]
  • C43H61N3O11*ClH [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% With aniline; trifluoroacetic acid In methanol at 20℃; for 12h;
  • 38
  • [ 2619-88-7 ]
  • C22H43N3OS [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol / Reflux 2: 4 h / 20 °C
  • 39
  • [ 2619-88-7 ]
  • C24H47N3OS [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol / Reflux 2: 4 h / 20 °C
  • 40
  • [ 2619-88-7 ]
  • 3-((diphenylamino)methyl)-5-pentadecyl-1,3,4-oxadiazole-2(3H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium hydroxide / ethanol / Reflux 2: 4 h / 20 °C
  • 41
  • [ 2619-88-7 ]
  • [ 65-85-0 ]
  • 2-pentadecyl-5-phenyl-1,3,4-oxadiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With trichlorophosphate for 5h; Reflux;
  • 42
  • [ 2619-88-7 ]
  • 2-pentadecyl-5-([4-(2-{2-[2-(4-[(5-pentadecyl-1,3,4-oxadiazol-2-yl)sulfanyl]methyl}phenoxy)ethoxy]ethoxy}ethoxy)phenyl]methyl}sulfanyl)-1,3,4-oxadiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium hydroxide / ethanol; water / 24 h / Reflux 2.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C 2.2: 24 h / Heating
  • 43
  • [ 2619-88-7 ]
  • 5-(pentadecyl)-N-propenyl-1,3,4-oxadiazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: ethanol / 8 h / Reflux 2: [bis(acetoxy)iodo]benzene / tetrahydrofuran / 20 °C
  • 44
  • [ 2619-88-7 ]
  • [ 57-06-7 ]
  • 1-hexadecanoyl-5-propenylthiosemicarbazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol for 8h; Reflux; 3.5. Synthesis procedure for 1-substituted-5-propenylthiosemicarbazide (2a-c) General procedure: An equimolar mixture of fatty acid hydrazides 1a-c (5 mmol) and allyl isothiocyanate (5 mmol) in 60 mL of ab. ethanol was refluxed for 8 h. Upon completion, the reaction mixture was cooled to get a precipitate.The precipitate was filtered, washed with ethanol and dried. Recrystallization from ethanol gave pure acyl thiosemicarbazides (2a-c) in good yields (90-95%). The representative spectral data of compound 2a was confirmed by FT-IR and 1H NMR data (Supplementary file).
  • 45
  • [ 2619-88-7 ]
  • [ 78-39-7 ]
  • 2-pentadecyl-5-methyl-1,3,4-oxadiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With acetic acid at 125℃; for 0.166667h; Sealed tube; Microwave irradiation; 3.1.9.2. Procedure B (microwave irradiation) General procedure: A mixture of fatty acid hydrazides 1A-F (5 mmol), triethyl orthoacetate (10 mmol) and 6 mL of glacial AcOH was taken into G30 vial sealed glass tubes and irradiated using microwaves with continuous stirring operating at 125 ± 5 °C for 10 min. After completion of reaction (monitored by TLC), the reaction mixture was allowed to cool, extracted by dichloromethane, washed with water (3 40 mL), dried over Na2SO4 and evaporated under reduced pressure to afford the crude products. These were purified by column chromatography with silica gel using petroleum ether-ethyl acetate (93:7, v/v) as eluent to afford pure products (2A-F) in high yields (87-94%). All newly compounds were characterized by spectral analysis.
  • 46
  • [ 2619-88-7 ]
  • [ 100-52-7 ]
  • 2-pentadecyl-5-phenyl-1,3,4-oxadiazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
22% With hydrogenchloride In ethanol for 2h; Reflux; General procedure for the one-pot synthesis of 2,5-disubstituted 1,3,4-oxadiazoles 4a-s. General procedure: To a stirred solutionof acid hydrazide 1a-i (2.50 mmol) and aldehyde 2a-h (2.50 mmol) in dry toluene (30 mL) were added p-TsOH(0.01 g, 0.05 mmol) and DDQ (0.57 g, 2.50 mmol). The mixture was stirred at reflux until the starting materialwas completely consumed (monitored by TLC, 3 h) and then cooled down to room temperature. Afterfiltration and evaporation of solvent from the filtrate, the resulting residue was purified by silica gel columnchromatography (benzene/EtOAc, 3:1 v/v), affording the pure 1,3,4-oxadiazole derivative 4a-s.
Multi-step reaction with 2 steps 1: hydrogenchloride / ethanol / 2 h / Reflux 2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / Reflux
  • 47
  • [ 2619-88-7 ]
  • [ 103-72-0 ]
  • 2-palmitoyl-N-phenylhydrazinecarbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% In 1,4-dioxane; ethanol for 6h; Reflux;
65% In acetonitrile for 6h; Reflux; 3.1.2. General Procedure for the Preparation of Palmitic Acid Thiosemicarbazide (1-10) General procedure: Palmitohydrazide (A 0.01 mol, 2.7 g) and 0.01 mol of appropriate isothiocyanate were refluxedin acetonitrile for 6 h. The product was filtered and dried. The solid residue was purified by columnchromatography (chloroform:methanol 9.5:0.5 vol.). 2-Palmitoyl-N-phenylhydrazinecarbothioamide (1) Yield: 264 mg, 65%. Mp. 102-103 °C. 1H-NMR(DMSO-d6) δ (ppm): 9.81 (s, 1H, NH), 9.21 (s, 1H, NH), 8.72 (s, 1H, NH), 7.44 (d, J = 7.8 Hz, 2H, Carom.),7.37 (t, J = 7.65 Hz, 2H, Carom.), 7.23 (t, J = 4.05 Hz, 1H, Carom.), 2.35 (t, J = 7.5 Hz, 2H, CH2), 1.73-1.6 (m, 2H, CH2), 1.3-1.23 (m, 24H, CH2), 0.89 (t, J = 6.6 Hz, 3H, CH3). 13C-NMR (DMSO-d6) δ (ppm): 14.1,22.7, 25.3, 29.1, 29.2, 29.35, 29.40, 29.57, 29.61, 29.66 (2C), 29.68, 31.9 (2C), 34.3, 124.2 (2C), 126.5, 129.3(2C), 137.1, 169.7, 177.1. HRMS (ESI) calcd for C23H39N3OS [M - H]-: 404.2770; found 404.2769.
In ethanol Reflux;
  • 48
  • [ 2619-88-7 ]
  • [ 57513-54-9 ]
  • 4-hydroxy-1-methyl-N'-palmitoyl-2-oxo-1,2-dihydroquinoline-3-carbohydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
94% In N,N-dimethyl-formamide at 160℃; for 0.05h;
  • 49
  • [ 2619-88-7 ]
  • [ 59938-06-6 ]
  • 1-(5-hydroxy-5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-1-yl)hexadecan-1-one [ No CAS ]
  • 50
  • [ 2619-88-7 ]
  • [ 59938-06-6 ]
  • [ 64-19-7 ]
  • N'-acetyl palmitoyl hydrazide [ No CAS ]
  • 1-(5-hydroxy-5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-1-yl)hexadecan-1-one [ No CAS ]
  • 51
  • [ 2619-88-7 ]
  • 1,1,1-trifluoro-4-methoxyundec-3-en-2-one [ No CAS ]
  • 1-(3-heptyl-5-hydroxy-5-trifluoromethyl-4,5-dihydro-1H-pyrazol-1-yl)hexadecan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% In ethanol for 24h;
  • 52
  • [ 2619-88-7 ]
  • 1,1,1-trifluoro-4-methoxytridec-3-en-2-one [ No CAS ]
  • 1-(5-hydroxy-3-nonyl-5-trifluoromethyl-4,5-dihydro-1H-pyrazol-1-yl)hexadecan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% In ethanol for 24h;
  • 53
  • [ 2619-88-7 ]
  • 1,1,1-trifluoro-4-methoxytetradec-3-en-2-one [ No CAS ]
  • 1-(3-decyl-5-hydroxy-5-trifluoromethyl-4,5-dihydro-1H-pyrazol-1-yl)hexadecan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In ethanol for 24h;
  • 54
  • [ 2619-88-7 ]
  • 1,1,1-trifluoro-4-methoxypentadec-3-en-2-one [ No CAS ]
  • 1-(5-hydroxy-5-trifluoromethyl-3-undecyl-4,5-dihydro-1H-pyrazol-1-yl)hexadecan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% In ethanol for 24h;
  • 55
  • [ 2619-88-7 ]
  • 1,1,1-trifluoro-4-methoxyheptadec-3-en-2-one [ No CAS ]
  • 1-(5-hydroxy-5-trifluoromethyl-3-tridecyl-4,5-dihydro-1H-pyrazol-1-yl)hexadecan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% In ethanol for 24h;
  • 56
  • [ 2619-88-7 ]
  • [ 1544273-21-3 ]
  • 1-(5-hydroxy-5-trifluoromethyl-3-(2-phenylethyl)-4,5-dihydro-1H-pyrazol-1-yl)hexadecan-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% In ethanol for 24h;
  • 57
  • [ 2619-88-7 ]
  • (5-pentadecyl-1,3,4-oxadiazole-2(3H)-thione)triphenylphosphine gold(I) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium hydroxide / ethanol / Reflux 2.1: dichloromethane / 3 h / 20 °C 2.2: 24 h / 20 °C / pH 6 / Darkness
  • 58
  • [ 2619-88-7 ]
  • (5-pentadecyl-1,3,4-oxadiazole-2(3H)-thione)triethylphosphine gold(I) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium hydroxide / ethanol / Reflux 2.1: dichloromethane / 3 h / 20 °C 2.2: 24 h / 20 °C / pH 6 / Darkness
  • 59
  • [ 2619-88-7 ]
  • 3-pentadecyl-4-phenyl-1H-1,2,4-triazole-5(4H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sodium hydroxide / 4 h / Reflux
  • 60
  • [ 2619-88-7 ]
  • 4-(2-chlorophenyl)-3-pentadecyl-1H-1,2,4-triazole-5(4H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sodium hydroxide / 4 h / Reflux
  • 61
  • [ 2619-88-7 ]
  • 4-(3-chloro-4-fluorophenyl)-3-pentadecyl-1H-1,2,4-triazole-5(4H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sodium hydroxide / 4 h / Reflux
  • 62
  • [ 2619-88-7 ]
  • 4-(3-bromophenyl)-3-pentadecyl-1H-1,2,4-triazole-5(4H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sodium hydroxide / 4 h / Reflux
  • 63
  • [ 2619-88-7 ]
  • 4-(3-chloro-4-methylphenyl)-3-pentadecyl-1H-1,2,4-triazole-5(4H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sodium hydroxide / 4 h / Reflux
  • 64
  • [ 2619-88-7 ]
  • 4-(3-chlorophenyl)-3-pentadecyl-1H-1,2,4-triazole-5(4H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sodium hydroxide / 4 h / Reflux
  • 65
  • [ 2619-88-7 ]
  • 4-(2-bromophenyl)-3-pentadecyl-1H-1,2,4-triazole-5(4H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sodium hydroxide / 4 h / Reflux
  • 66
  • [ 2619-88-7 ]
  • 4-(3,4-dichlorophenyl)-3-pentadecyl-1H-1,2,4-triazole-5(4H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sodium hydroxide / 4 h / Reflux
  • 67
  • [ 2619-88-7 ]
  • 4-(4-bromophenyl)-3-pentadecyl-1H-1,2,4-triazole-5(4H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sodium hydroxide / 4 h / Reflux
  • 68
  • [ 2619-88-7 ]
  • 4-(4-chlorophenyl)-3-pentadecyl-1H-1,2,4-triazole-5(4H)-thione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sodium hydroxide / 4 h / Reflux
  • 69
  • [ 2619-88-7 ]
  • 5-pentadecyl-N-phenyl-1,3,4-thiadiazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sulfuric acid / 4 h
  • 70
  • [ 2619-88-7 ]
  • N-(2-chlorophenyl)-5-pentadecyl-1,3,4-thiadiazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sulfuric acid / 4 h
  • 71
  • [ 2619-88-7 ]
  • N-(3-chloro-4-fluorophenyl)-5-pentadecyl-1,3,4-thiadiazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sulfuric acid / 4 h
  • 72
  • [ 2619-88-7 ]
  • N-(3-bromophenyl)-5-pentadecyl-1,3,4-thiadiazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sulfuric acid / 4 h
  • 73
  • [ 2619-88-7 ]
  • N-(3-chloro-4-methylphenyl)-5-pentadecyl-1,3,4-thiadiazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sulfuric acid / 4 h
  • 74
  • [ 2619-88-7 ]
  • N-(3-chlorophenyl)-5-pentadecyl-1,3,4-thiadiazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sulfuric acid / 4 h
  • 75
  • [ 2619-88-7 ]
  • N-(2-bromophenyl)-5-pentadecyl-1,3,4-thiadiazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sulfuric acid / 4 h
  • 76
  • [ 2619-88-7 ]
  • N-(4-bromophenyl)-5-pentadecyl-1,3,4-thiadiazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sulfuric acid / 4 h
  • 77
  • [ 2619-88-7 ]
  • N-(4-chlorophenyl)-5-pentadecyl-1,3,4-thiadiazol-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetonitrile / 6 h / Reflux 2: sulfuric acid / 4 h
  • 78
  • [ 2619-88-7 ]
  • [ 2740-81-0 ]
  • N-(2-chlorophenyl)-2-palmitoylhydrazinecarbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% In acetonitrile for 6h; Reflux; 3.1.2. General Procedure for the Preparation of Palmitic Acid Thiosemicarbazide (1-10) General procedure: Palmitohydrazide (A 0.01 mol, 2.7 g) and 0.01 mol of appropriate isothiocyanate were refluxedin acetonitrile for 6 h. The product was filtered and dried. The solid residue was purified by columnchromatography (chloroform:methanol 9.5:0.5 vol.).
  • 79
  • [ 2619-88-7 ]
  • [ 137724-66-4 ]
  • N-(3-chloro-4-fluorophenyl)-2-palmitoylhydrazinecarbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% In acetonitrile for 6h; Reflux; 3.1.2. General Procedure for the Preparation of Palmitic Acid Thiosemicarbazide (1-10) General procedure: Palmitohydrazide (A 0.01 mol, 2.7 g) and 0.01 mol of appropriate isothiocyanate were refluxedin acetonitrile for 6 h. The product was filtered and dried. The solid residue was purified by columnchromatography (chloroform:methanol 9.5:0.5 vol.).
  • 80
  • [ 2619-88-7 ]
  • [ 2131-59-1 ]
  • N-(3-bromophenyl)-2-palmitoylhydrazinecarbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% In acetonitrile for 6h; Reflux; 3.1.2. General Procedure for the Preparation of Palmitic Acid Thiosemicarbazide (1-10) General procedure: Palmitohydrazide (A 0.01 mol, 2.7 g) and 0.01 mol of appropriate isothiocyanate were refluxedin acetonitrile for 6 h. The product was filtered and dried. The solid residue was purified by columnchromatography (chloroform:methanol 9.5:0.5 vol.).
  • 81
  • [ 2619-88-7 ]
  • [ 19241-37-3 ]
  • N-(3-chloro-4-methylphenyl)-2-palmitoylhydrazinecarbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% In acetonitrile for 6h; Reflux; 3.1.2. General Procedure for the Preparation of Palmitic Acid Thiosemicarbazide (1-10) General procedure: Palmitohydrazide (A 0.01 mol, 2.7 g) and 0.01 mol of appropriate isothiocyanate were refluxedin acetonitrile for 6 h. The product was filtered and dried. The solid residue was purified by columnchromatography (chloroform:methanol 9.5:0.5 vol.).
  • 82
  • [ 2619-88-7 ]
  • [ 2392-68-9 ]
  • N-(3-chlorophenyl)-2-palmitoylhydrazinecarbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% In acetonitrile for 6h; Reflux; 3.1.2. General Procedure for the Preparation of Palmitic Acid Thiosemicarbazide (1-10) General procedure: Palmitohydrazide (A 0.01 mol, 2.7 g) and 0.01 mol of appropriate isothiocyanate were refluxedin acetonitrile for 6 h. The product was filtered and dried. The solid residue was purified by columnchromatography (chloroform:methanol 9.5:0.5 vol.).
  • 83
  • [ 2619-88-7 ]
  • [ 13037-60-0 ]
  • N-(2-bromophenyl)-2-palmitoylhydrazinecarbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% In acetonitrile for 6h; Reflux; 3.1.2. General Procedure for the Preparation of Palmitic Acid Thiosemicarbazide (1-10) General procedure: Palmitohydrazide (A 0.01 mol, 2.7 g) and 0.01 mol of appropriate isothiocyanate were refluxedin acetonitrile for 6 h. The product was filtered and dried. The solid residue was purified by columnchromatography (chloroform:methanol 9.5:0.5 vol.).
  • 84
  • [ 2619-88-7 ]
  • [ 6590-94-9 ]
  • N-(3,4-dichlorophenyl)-2-palmitoylhydrazinecarbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% In acetonitrile for 6h; Reflux; 3.1.2. General Procedure for the Preparation of Palmitic Acid Thiosemicarbazide (1-10) General procedure: Palmitohydrazide (A 0.01 mol, 2.7 g) and 0.01 mol of appropriate isothiocyanate were refluxedin acetonitrile for 6 h. The product was filtered and dried. The solid residue was purified by columnchromatography (chloroform:methanol 9.5:0.5 vol.).
  • 85
  • [ 2619-88-7 ]
  • [ 1985-12-2 ]
  • N-(4-bromophenyl)-2-palmitoylhydrazinecarbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% In acetonitrile for 6h; Reflux; 3.1.2. General Procedure for the Preparation of Palmitic Acid Thiosemicarbazide (1-10) General procedure: Palmitohydrazide (A 0.01 mol, 2.7 g) and 0.01 mol of appropriate isothiocyanate were refluxedin acetonitrile for 6 h. The product was filtered and dried. The solid residue was purified by columnchromatography (chloroform:methanol 9.5:0.5 vol.).
  • 86
  • [ 2619-88-7 ]
  • [ 2131-55-7 ]
  • N-(4-chlorophenyl)-2-palmitoylhydrazinecarbothioamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
61% In acetonitrile for 6h; Reflux; 3.1.2. General Procedure for the Preparation of Palmitic Acid Thiosemicarbazide (1-10) General procedure: Palmitohydrazide (A 0.01 mol, 2.7 g) and 0.01 mol of appropriate isothiocyanate were refluxedin acetonitrile for 6 h. The product was filtered and dried. The solid residue was purified by columnchromatography (chloroform:methanol 9.5:0.5 vol.).
  • 87
  • [ 2619-88-7 ]
  • [ 33173-31-8 ]
  • C27H44N2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Ca. 64% Under nitrogen protection,1.04 g of 2-acetoxyphenylpropionic acid of the formula II was dissolved in 20 ml of dry dichloromethane, and 0.7 ml of thionyl chloride was added dropwise under ice bath.After the addition, it is raised to room temperature.Reaction for 6 hours,Rotate methylene chloride and thionyl chloride,The product was added to 20 ml of dry dichloromethane.1.6 g of palmitoyl hydrazide represented by formula III under ice bath conditions,1 ml of triethylamine and 20 ml of dry dichloromethane were added dropwise to the above mixed solution.TLC monitoring until the reaction is complete,Rotate the organic solvent,The crude product is separated by column chromatography,Gradient elution was carried out using a mixture of petroleum ether and ethyl acetate in a volume ratio of 30:1-2:1 as a rinse.A white solid powder of 1.4 g was obtained.The yield was about 64%.
  • 88
  • [ 2619-88-7 ]
  • ethyl-4,5-dihydro-5-(hexadecanoylimino)-4-(4-chlorophenyl)-1,3,4-thiadiazole-2-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: ethanol; 1,4-dioxane / 6 h / Reflux 2: triethylamine / N,N-dimethyl-formamide / 20 °C
  • 89
  • [ 2619-88-7 ]
  • ethyl-4,5-dihydro-5-(hexadecanoylimino)-4-(p-tolyl)-1,3,4-thiadiazole-2-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: ethanol; 1,4-dioxane / 6 h / Reflux 2: triethylamine / N,N-dimethyl-formamide / 20 °C
  • 90
  • [ 2619-88-7 ]
  • (5-hexadecanyl-2-phenylamino-4H-1,3,4-thiadiazin-6-yl) (phenyl)methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: ethanol; 1,4-dioxane / 6 h / Reflux 2: triethylamine / ethanol / 6 h / Reflux
  • 91
  • [ 2619-88-7 ]
  • C34H64N8PdS2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium hydroxide / ethanol / 18 h / 20 °C 2: hydrazine hydrate / water / 16 h / Reflux 3: chloroform / 24 h / 20 °C
  • 92
  • [ 2619-88-7 ]
  • C34H66Cl2N8Pd2S2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium hydroxide / ethanol / 18 h / 20 °C 2: hydrazine hydrate / water / 16 h / Reflux 3: chloroform / 24 h / 20 °C
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Chemical Structure| 22371-32-0

[ 22371-32-0 ]

Heptanehydrazide

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Amines

Chemical Structure| 38291-82-6

[ 38291-82-6 ]

Pentanehydrazide

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Chemical Structure| 4080-98-2

[ 4080-98-2 ]

Dodecanedioic Dihydrazide

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Chemical Structure| 5399-22-4

[ 5399-22-4 ]

Dodecanehydrazide

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Chemical Structure| 22371-32-0

[ 22371-32-0 ]

Heptanehydrazide

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Hydrazines

Chemical Structure| 38291-82-6

[ 38291-82-6 ]

Pentanehydrazide

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Chemical Structure| 4080-98-2

[ 4080-98-2 ]

Dodecanedioic Dihydrazide

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Chemical Structure| 5399-22-4

[ 5399-22-4 ]

Dodecanehydrazide

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Chemical Structure| 22371-32-0

[ 22371-32-0 ]

Heptanehydrazide

Similarity: 1.00