(Phenylmethylene)carbonothioic dihydrazide

Base Information

• Chemical Name: (Phenylmethylene)carbonothioic dihydrazide
• CAS No.: 5351-58-6
• Molecular Formula: C8H10N4S
• Molecular Weight: 194.26
• NSC Number: 137983
• Mol file: 5351-58-6.mol

Synonyms:Benzaldehyde, thiocarbazone;DKI5;Benzaldehyde, 3-thiocarbazone;1-amino-3-(benzylideneamino)thiourea;BRN 2616167;(Phenylmethylene)carbonothioic dihydrazide;AI3-51988;Carbonothioic dihydrazide, (phenylmethylene)-;5351-58-6;Carbohydrazide, 1-benzylidene-3-thio-;4-07-00-00539 (Beilstein Handbook Reference);NSC 691;NSC137983;AKOS006377805;NSC 137983;NSC-137983;LS-52232;HY-149922;CS-0653723

Chemical Property of (Phenylmethylene)carbonothioic dihydrazide

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 194.06261751
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=NNC(=S)NN
• Isomeric SMILES: C1=CC=C(C=C1)/C=N/NC(=S)NN

Technology Process of (Phenylmethylene)carbonothioic dihydrazide

There total 5 articles about (Phenylmethylene)carbonothioic dihydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

benzaldehyde (100-52-7) + Thiocarbohydrazide (2231-57-4) → benzaldehyde thiocarbohydrazone (5351-58-6)

Guidance literature:

With acetic acid; In ethanol; water; for 4h; Reflux;

DOI:10.1002/jhet.5570450540

Reference yield: 77.0%

4-acetyl-2-(1'-acetyl-2'-benzylidene)hydrazino-5-phenyl-4,5-dihydro-1,3,4-thiadiazole (130822-37-6) → benzaldehyde thiocarbohydrazone (5351-58-6)

Guidance literature:

With hydrogenchloride; In ethanol; Heating;

Reference yield:

dibenzylidenethiocarbohydrazide (6956-33-8) → benzaldehyde thiocarbohydrazone (5351-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / pyridine / acetone / 2 h / Ambient temperature

2: 77 percent / aq. HCl / ethanol / Heating

With pyridine; hydrogenchloride; In ethanol; acetone;

upstream raw materials:

benzaldehyde

Thiocarbohydrazide

4-acetyl-2-(1'-acetyl-2'-benzylidene)hydrazino-5-phenyl-4,5-dihydro-1,3,4-thiadiazole

S-ethyl-β-N-(benzylidene)dithiocarbazate

Downstream raw materials:

3-benzylidenehydrazino-5-methyl-1⁽²⁾H-pyrazole-4-carboxylic acid ethyl ester

3-amino-2-benzylidenehydrazono-4-methyl-2,3-dihydro-thiazole-5-carboxylic acid ethyl ester

N'-benzylidenehydrazinothiocarbonyl-hydrazinecarbodithioic acid methyl ester

dibenzylidenethiocarbohydrazide

Refernces

• 1、 Mr?an, Gorana S.,Vastag, Gy?ngyi Gy.,?kori?, Du?an ?.,Radanovi?, Mirjana M.,Verbi?, Tatjana ?.,Mil?i?, Milo? K.,Stojiljkovi?, Ivana N.,Markovi?, Olivera S.,Matijevi?, Borko M.. "Synthesis, physicochemical characterization, and TD–DFT calculations of monothiocarbohydrazone derivatives". . p. 1231 - 1245. Retrieved 2021/01/13.
• 2、 Gangarapu, Kiran,Manda, Sarangapani,Jallapally, Anvesh,Thota, Sreekanth,Karki, Subhas S.,Balzarini, Jan,De Clercq, Erik,Tokuda, Harukuni. "Synthesis of thiocarbohydrazide and carbohydrazide derivatives as possible biologically active agents". . p. 1046 - 1056. Retrieved 2014/03/21.