3-[(2-Aminophenyl)sulfanyl]propanenitrile

Base Information

• Chemical Name: 3-[(2-Aminophenyl)sulfanyl]propanenitrile
• CAS No.: 4327-52-0
• Molecular Formula: C9H10 N2 S
• Molecular Weight: 178.25
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID60380870
• Nikkaji Number: J1.883.956C
• Wikidata: Q82171353
• Mol file: 4327-52-0.mol

Synonyms:4327-52-0;3-[(2-aminophenyl)thio]propanenitrile;3-[(2-aminophenyl)sulfanyl]propanenitrile;3-(2-aminophenyl)sulfanylpropanenitrile;3-((2-Aminophenyl)thio)propanenitrile;2-(2-Cyanoethylthio)aniline;DTXSID60380870;3-(2-aminophenylthio)propanenitrile;MFCD00047835;AKOS000169961;FT-0692045;EN300-72785;Z316174712

Chemical Property of 3-[(2-Aminophenyl)sulfanyl]propanenitrile

Chemical Property:

• Vapor Pressure: 3.75E-05mmHg at 25°C
• Boiling Point: 352.8°Cat760mmHg
• Flash Point: 167.2°C
• PSA: 75.11000
• Density: 1.18g/cm³
• LogP: 2.85578
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.05646950
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

99%min ^*data from raw suppliers

3-[(2-aminophenyl)sulfanyl]propanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-[(2-Aminophenyl)sulfanyl]propanenitrile

There total 4 articles about 3-[(2-Aminophenyl)sulfanyl]propanenitrile 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: 90.0%

acrylonitrile (107-13-1,25014-41-9) + 2-amino-benzenethiol (137-07-5) → 3-(2-aminophenylthio)propanenitrile (4327-52-0)

Guidance literature:

With tetrabutylammomium bromide; at 105 ℃; for 0.5h;

DOI:10.1016/S0040-4020(03)00289-8

Reference yield:

acrylonitrile (107-13-1,25014-41-9) + 2-Aminophenyl disulfide (1141-88-4) → 3-(2-aminophenylthio)propanenitrile (4327-52-0)

Guidance literature:

With ammonium thioglycolate; In N,N-dimethyl-formamide; at 50 ℃; Inert atmosphere;

DOI:10.3987/COM-10-12100

Reference yield:

2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) → 3-(2-aminophenylthio)propanenitrile (4327-52-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / water; ethylene glycol / 140 °C / Reflux

2: ammonium thioglycolate / N,N-dimethyl-formamide / 50 °C / Inert atmosphere

With ammonium thioglycolate; potassium hydroxide; In water; ethylene glycol; N,N-dimethyl-formamide; 2: Michael condensation;

DOI:10.3987/COM-10-12100

upstream raw materials:

acrylonitrile

2-amino-benzenethiol

2-amino-benzthiazole

2-Aminophenyl disulfide

Downstream raw materials:

3-(2-Fluorphenylthio)-propionitril

2-Biphenyl-4-yl-4,5-dihydro-6-thia-3,10b-diaza-benzo[e]azulene

2-(4-Bromo-phenyl)-4,5-dihydro-6-thia-3,10b-diaza-benzo[e]azulene

13-phenylimidazo<2,1-d><1,5>benzothiazepine

Refernces

• 1、 Ranu, Brindaban C.,Dey, Suvendu S.,Hajra, Alakananda. "Catalysis by an ionic liquid: Efficient conjugate addition of thiols to electron deficient alkenes catalyzed by molten tetrabutylammonium bromide under solvent-free conditions". . p. 2417 - 2421. Retrieved 2007/10/03.