O-methyl phenylcarbamothioate

Base Information

• Chemical Name: O-methyl phenylcarbamothioate
• CAS No.: 13509-41-6
• Molecular Formula: C8H9 N O S
• Molecular Weight: 167.232
• Mol file: 13509-41-6.mol

Synonyms:Carbamothioicacid, phenyl-, O-methyl ester (9CI); Carbanilic acid, thio-, O-methyl ester(6CI,7CI,8CI); Carbanilic acid, thio-, methyl ester (5CI); NSC 190594;O-Methyl-N-phenylthionocarbamate; O-Methylphenyl thiocarbamate

Chemical Property of O-methyl phenylcarbamothioate

Chemical Property:

• Vapor Pressure: 0.0774mmHg at 25°C
• Boiling Point: 227.5°Cat760mmHg
• Flash Point: 91.4°C
• Density: 1.222g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of O-methyl phenylcarbamothioate

There total 27 articles about O-methyl phenylcarbamothioate 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: 93.0%

methanol (67-56-1) + phenyl isothiocyanate (103-72-0) → methyl N-phenylthiocarbamate (13509-41-6)

Guidance literature:

With triethylamine; for 24h; Ambient temperature;

Reference yield: 85.5%

phenyl isothiocyanate (103-72-0) + benzeneacetic acid methyl ester (101-41-7) → methyl N-phenylthiocarbamate (13509-41-6) + 2,3-dihydro-6-mercapto-1,3,5-triphenyl-2-thioxo-4(3H)-pyrimidinone

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; 1.) 0 deg C - 5 deg C, 1 h, 2.) r.t., 30 h;

Reference yield: 83.0%

iodobenzene (591-50-4) + O-methyl thiocarbamate (683-63-6) → methyl N-phenylthiocarbamate (13509-41-6)

Guidance literature:

With sodium t-butanolate; In toluene; at 100 ℃; for 3h; chemoselective reaction;

DOI:10.1039/c9nj00028c

upstream raw materials:

methanol

phenyl isothiocyanate

sodium methylate

aniline

Downstream raw materials:

2-methoxybenzothiazole

{triethylphosphinegold(I)-SC(=NPh)OMe}

{triphenylphosphinegold(I)-SC(=NPh)OMe}

{(Cy)3phosphinegold(I)-SC(=NPh)OMe}

Refernces

• 1、 Sardarian, Ali Reza,Dindarloo Inaloo, Iman,Zangiabadi, Milad. "An Fe3O4@SiO2/Schiff base/Cu(ii) complex as an efficient recyclable magnetic nanocatalyst for selective mono: N-arylation of primary O-alkyl thiocarbamates and primary O-alkyl carbamates with aryl halides and arylboronic acids". . p. 8557 - 8565. Retrieved 2019/06/14.
• 2、 Ranade, Sneha C.,Kaeothip, Sophon,Demchenko, Alexei V.. "Glycosyl alkoxythioimidates as complementary building blocks for chemical glycosylation". supporting information; experimental part. p. 5628 - 5631. Retrieved 2011/03/20.