Carbamothioic acid, phenyl-, O-phenyl ester

Base Information

• Chemical Name: Carbamothioic acid, phenyl-, O-phenyl ester
• CAS No.: 2423-29-2
• Molecular Formula: C13H11NOS
• Molecular Weight: 229.302
• DSSTox Substance ID: DTXSID60440387
• Nikkaji Number: J663.644F
• Wikidata: Q82256682
• Mol file: 2423-29-2.mol

Synonyms:Carbamothioic acid, phenyl-, O-phenyl ester;2423-29-2;SCHEMBL1006629;DTXSID60440387;Phenylthiocarbamic acid O-phenyl ester

Chemical Property of Carbamothioic acid, phenyl-, O-phenyl ester

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 229.05613515
• Heavy Atom Count: 16
• Complexity: 220

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)OC2=CC=CC=C2

Technology Process of Carbamothioic acid, phenyl-, O-phenyl ester

There total 4 articles about Carbamothioic acid, phenyl-, O-phenyl ester 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: 95.0%

aniline (62-53-3) + phenylcarbonochloridothioate (1005-56-7) → N-phenyl-O-phenylthiocarbamate (2423-29-2)

Guidance literature:

In water; at 20 ℃; for 1h; Green chemistry;

DOI:10.3184/174751916X14760947474916

Reference yield: 60.0%

phenyl isothiocyanate (103-72-0) + phenol (108-95-2,27073-41-2) → N-phenyl-O-phenylthiocarbamate (2423-29-2)

Guidance literature:

With triethylamine; In acetonitrile; at 75 ℃; for 24h; Inert atmosphere;

DOI:10.1039/d0dt02974b

Reference yield:

phenol (108-95-2,27073-41-2) → N-phenyl-O-phenylthiocarbamate (2423-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NaOH / CHCl₃ / 1 h / 0 - 5 °C

2: acetonitrile / 5 °C

With sodium hydroxide; In chloroform; acetonitrile;

DOI:10.1021/jo0487247

upstream raw materials:

phenyl isothiocyanate

phenol

aniline

phenylcarbonochloridothioate

Downstream raw materials:

1-(4-methylphenyl)-3-phenylthiourea

1-(furan-2-ylmethyl)-3-phenylthiourea

N-cyclohexyl-N'-phenylthiourea

1-phenyl-3-(thienyl-2-methyl)thiourea

Refernces

• 1、 Li, Zhengyi,Chen, Yuan,Yin, Yue,Wang, Zhiming,Sun, Xiaoqiang. "Convenient synthesis of unsymmetrical N,N′-disubstituted thioureas in water". . p. 670 - 673. Retrieved 2016/11/18.
• 2、 Oh, Hyuck Keun. "Nucleophilic substitution reactions of O-Aryl N-phenyl thioncarbamates with benzylamines in acetonitrile". experimental part. p. 2427 - 2430. Retrieved 2012/09/07.