3-Anilino-2-cyano-3-thioxopropanamide

Base Information

• Chemical Name: 3-Anilino-2-cyano-3-thioxopropanamide
• CAS No.: 1137-01-5
• Molecular Formula: C10H9N3OS
• Molecular Weight: 219.267
• DSSTox Substance ID: DTXSID20369409
• Mol file: 1137-01-5.mol

Synonyms:3-anilino-2-cyano-3-thioxopropanamide;1137-01-5;Oprea1_811161;SCHEMBL13546618;DTXSID20369409;HMS1761P15;CCG-1975;AKOS015959271;2-CYANO-2-(PHENYLCARBAMOTHIOYL)ACETAMIDE;BRD-A37258412-001-01-8

Chemical Property of 3-Anilino-2-cyano-3-thioxopropanamide

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 219.04663309
• Heavy Atom Count: 15
• Complexity: 301

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=S)C(C#N)C(=O)N

Technology Process of 3-Anilino-2-cyano-3-thioxopropanamide

There total 3 articles about 3-Anilino-2-cyano-3-thioxopropanamide 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:

phenyl isothiocyanate (103-72-0) + cyanoacetic acid amide (107-91-5) → 2-cyano-N1-phenyl-thiomalonamide (1137-01-5)

Guidance literature:

Multistep reaction; (i) KOtBu, tBuOH, THF, (ii) /BRN= 471392/;

Reference yield:

aniline (62-53-3) → 2-cyano-N1-phenyl-thiomalonamide (1137-01-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / water / 0.5 h / Cooling with ice

2: chloroformic acid ethyl ester / water / 30 - 35 °C

3: potassium hydroxide / N,N-dimethyl acetamide / 0.5 h / pH 5 - 6

With chloroformic acid ethyl ester; potassium hydroxide; sodium hydroxide; In N,N-dimethyl acetamide; water;

DOI:10.1002/jhet.2792

Reference yield:

phenyl-dithiocarbamic acid; sodium salt (18418-42-3) → 2-cyano-N1-phenyl-thiomalonamide (1137-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1: chloroformic acid ethyl ester / water / 30 - 35 °C

2: potassium hydroxide / N,N-dimethyl acetamide / 0.5 h / pH 5 - 6

With chloroformic acid ethyl ester; potassium hydroxide; In N,N-dimethyl acetamide; water;

DOI:10.1002/jhet.2792

upstream raw materials:

phenyl isothiocyanate

cyanoacetic acid amide

aniline

phenyl-dithiocarbamic acid; sodium salt

Downstream raw materials:

3,4-dihydro-4-oxo-2-phenyl-6-(phenylamino)-2H-1,3-thiazine-5-carbonitrile

N-[1-Benzothiazol-2-yl-1-(1H-tetrazol-5-yl)-meth-(Z)-ylidene]-N'-(4-chloro-phenyl)-hydrazine

N-[1-Benzothiazol-2-yl-1-(1H-tetrazol-5-yl)-meth-(Z)-ylidene]-N'-p-tolyl-hydrazine

N-[1-Benzothiazol-2-yl-1-(1H-tetrazol-5-yl)-meth-(Z)-ylidene]-N'-phenyl-hydrazine