S-Methyl thiocarbanilate

Base Information

• Chemical Name: S-Methyl thiocarbanilate
• CAS No.: 13509-38-1
• Molecular Formula: C8H9NOS
• Molecular Weight: 167.232
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID40159248
• Nikkaji Number: J42.865E
• Wikidata: Q83027565
• Mol file: 13509-38-1.mol

Synonyms:S-Methyl thiocarbanilate;S-methyl N-phenylcarbamothioate;13509-38-1;S-Methyl phenylcarbamothioate;Carbamothioic acid, phenyl-, S-methyl ester;CARBANILIC ACID, THIO-, S-METHYL ESTER;Phenylthiocarbamic acid S-methyl ester;BRN 2803059;AI3-33177;Carbamothioic acid, phenyl-, S-methyl ester (9CI);0-12-00-00386 (Beilstein Handbook Reference);S-Methyl phenylthiocarbamate;S-methyl anilinomethanethioate;S-Methyl phenylthiocarbamate #;SCHEMBL7258589;DTXSID40159248;LS-51552

Chemical Property of S-Methyl thiocarbanilate

Chemical Property:

• Melting Point: 80 °C
• Boiling Point: °Cat760mmHg
• PKA: 11.29±0.70(Predicted)
• Flash Point: °C
• PSA: 57.89000
• Density: 1.225g/cm³
• LogP: 2.59510
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 167.04048508
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC(=O)NC1=CC=CC=C1

Technology Process of S-Methyl thiocarbanilate

There total 21 articles about S-Methyl thiocarbanilate 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%

4-methyl-2-(methylthio)-3-(2-(3-phenylureido)phenyl)thiazol-3-iumiodide (1220704-67-5) → 3-methylthiazolo[3,2-a]benzoimidazole (5268-73-5) + N-phenyl-S-methyl-thiocarbamate (13509-38-1)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 0.25h;

DOI:10.1016/j.tet.2010.01.020

Reference yield: 94.0%

Dimethyldisulphide (624-92-0) + phenyl isocyanate (103-71-9) → N-phenyl-S-methyl-thiocarbamate (13509-38-1)

Guidance literature:

Dimethyldisulphide; With aluminium trichloride; zinc; In water; acetonitrile; at 65 ℃; for 1.5h;

phenyl isocyanate; In water; acetonitrile; at 65 ℃; for 0.5h;

DOI:10.1246/cl.2005.1330

Reference yield: 88.0%

methyl O-methyldithiocarbonate (19708-81-7) + aniline (62-53-3) → N-phenyl-S-methyl-thiocarbamate (13509-38-1)

Guidance literature:

With triethyl(methyl)ammonium S-methyl carbonodithioate; at 45 ℃; neat (no solvent);

DOI:10.1055/s-0029-1219226

upstream raw materials:

N-phenyl-benzamidine

O,S-dimethyl phenylcarbonimidothioate

N,N'-diphenyl-S-methyl isothiourea

methyl N-phenylthiocarbamate

Downstream raw materials:

N,N-diphenylurea

N-cyclohexyl-N'-phenylurea

1-phenyl-3,3-diethylurea

N-butyl-N'-phenylurea

Refernces

• 1、 Cui, Dawei,Li, Zhibin,Liu, Runhui,Song, Gonghua,Qian, Xuhong. "New method for synthesis of s-methyl-n-arylthiocarbamates". . p. 223 - 225. Retrieved 2003.
• 2、 Doukara, Abdallah Larbi,Mehdid, Mohammed Amine,Djafri, Ayada,Andreoli, Federico,Vanthuyne, Nicolas,Roussel, Christian. "Metathetic sulfur transfer mediated by N-(2-aminophenyl)-4-methyl-thiazolin-2-thione derivatives: a route to diversely substituted S-alkylcarbamothioates". experimental part. p. 1852 - 1858. Retrieved 2010/04/04.
• 3、 Mizuno, Takumi,Iwai, Toshiyuki,Ishino, Yoshio. "Solvent-assisted thiocarboxylation of amines and alcohols with carbon monoxide and sulfur under mild conditions". . p. 9157 - 9163. Retrieved 2007/10/03.