2-cyano-N-phenylethanethioamide

Base Information

• Chemical Name: 2-cyano-N-phenylethanethioamide
• CAS No.: 53744-76-6
• Molecular Formula: C9H8N2S
• Molecular Weight: 176.242
• European Community (EC) Number: 611-043-5
• DSSTox Substance ID: DTXSID20377923
• Wikidata: Q82167316
• Mol file: 53744-76-6.mol

Synonyms:2-cyano-N-phenylethanethioamide;53744-76-6;cyanothioacetanilide;2-cyano-N-phenylthioacetamide;2-cyano-N-phenyl-thioacetamide;SCHEMBL2782599;DTXSID20377923;HHYZGTJSYORMHK-UHFFFAOYSA-N;AKOS006295323

Chemical Property of 2-cyano-N-phenylethanethioamide

Chemical Property:

• Vapor Pressure: 0.000541mmHg at 25°C
• Boiling Point: 312.1oC at 760 mmHg
• Flash Point: 142.5oC
• PSA: 74.95000
• Density: 1.256g/cm3
• LogP: 2.56008
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 176.04081944
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-cyano-N-phenylethanethioamide

There total 5 articles about 2-cyano-N-phenylethanethioamide 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: 98.0%

phenyl isothiocyanate (103-72-0) + ethyl 2-cyanoacetate (105-56-6) → N-phenylthiocarbamoylacetonitrile (53744-76-6)

Guidance literature:

With sodium ethanolate; In ethanol; for 2h; Heating;

DOI:10.1071/C98112

Reference yield: 90.0%

ethyl 2-cyano-3-(phenylamino)-3-thioxopropanoate (14815-50-0) → N-phenylthiocarbamoylacetonitrile (53744-76-6)

Guidance literature:

With sodium hydroxide; In water; at 0 - 80 ℃; for 3h;

Reference yield: 43.0%

cyanoacetanilide (621-03-4) → N-phenylthiocarbamoylacetonitrile (53744-76-6)

Guidance literature:

With tetraphosphorus decasulfide; In xylene; for 1h; Heating;

DOI:10.1007/BF00474054

upstream raw materials:

cyanoacetanilide

phenyl isothiocyanate

ethyl 2-cyanoacetate

ethyl 2-cyano-3-(phenylamino)-3-thioxopropanoate

Downstream raw materials:

2-Cyano-2-[(4-nitro-phenyl)-hydrazono]-N-phenyl-thioacetamide

Phenylhydrazono-thiomalonsaeure-anilid-nitril

2-cyano-N-phenyl-2-(p-tolyl-hydrazono)-thioacetamide

2-cyano-2-[(4-methoxy-phenyl)-hydrazono]-N-phenyl-thioacetamide

Refernces

• 1、 -. "NOVEL COMPOUND,PHOTOSENSITIVE RESIN COMPOSITION COMPRISING THE SAME AND COLOR FILTER". Paragraph 0445; 0452-0454. . Retrieved 2018/05/03.
• 2、 Adhikari, Raju,Jones, Dionne,Liepa, Andris J.,Mackay, Maureen F.. "An adventitious synthesis of 2,2′-dipyrryl disulfides". . p. 63 - 67. Retrieved 2007/10/03.