3-Methoxythiobenzamide

Base Information

• Chemical Name: 3-Methoxythiobenzamide
• CAS No.: 64559-06-4
• Molecular Formula: C8H9NOS
• Molecular Weight: 167.232
• Hs Code.: 2930909090
• European Community (EC) Number: 674-709-4
• DSSTox Substance ID: DTXSID80366191
• Nikkaji Number: J2.672.718I
• ChEMBL ID: CHEMBL456569
• Mol file: 64559-06-4.mol

Synonyms:3-Methoxythiobenzamide;64559-06-4;3-Methoxybenzenecarbothioamide;3-methoxybenzothioamide;3-methoxy-thiobenzamide;MFCD04627361;3-METHOXYBENZENE-1-CARBOTHIOAMIDE;Benzenecarbothioamide,3-methoxy-;3-methoxythio Benzamide;3-Methoxythiobenzamide, 97%;CHEMBL456569;SCHEMBL2888543;3-Methoxybenzenecarbothioamide #;DTXSID80366191;STL220442;AKOS000203397;AB20844;AS-44304;PD021360;CS-0212978;FT-0692206;EN300-07292;A834810;Z56950570

Chemical Property of 3-Methoxythiobenzamide

Chemical Property:

• Vapor Pressure: 0.00124mmHg at 25°C
• Melting Point: 93-98 °C
• Refractive Index: 1.619
• Boiling Point: 298.8 °C at 760 mmHg
• Flash Point: 134.5 °C
• PSA: 67.34000
• Density: 1.194 g/cm³
• LogP: 2.02970
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 167.04048508
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%Min ^*data from raw suppliers

3-Methoxybenzenecarbothioamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43-36
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C(=S)N
• Description: 3-methoxythio Benzamide is a synthetic intermediate useful for pharmaceutical synthesis. Thiobenzamides, including 3-methoxythio benzamide, are potent hepatotoxins in vivo.

Technology Process of 3-Methoxythiobenzamide

There total 4 articles about 3-Methoxythiobenzamide 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: 48.0%

m-methoxybenzamide (5813-86-5) → 3-methoxythiobenzamide (64559-06-4)

Guidance literature:

With P₂S₅/alumina; In tetrahydrofuran; at 60 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1002/chem.201301011

Reference yield:

C8H8Cl2NO2PS → 3-methoxythiobenzamide (64559-06-4)

Guidance literature:

With water; at 80 - 85 ℃; for 2.5h; Neat (no solvent);

DOI:10.1055/s-0031-1289994

Reference yield:

3-Methoxybenzoic acid (586-38-9) → 3-methoxythiobenzamide (64559-06-4)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / chloroform / 8 h / Reflux

2: ammonium hydroxide / tetrahydrofuran / 2 h / 20 °C

3: Lawessons reagent / tetrahydrofuran / Reflux

With Lawessons reagent; ammonium hydroxide; thionyl chloride; In tetrahydrofuran; chloroform;

DOI:10.1016/j.bmcl.2012.12.065

upstream raw materials:

m-methoxybenzamide

3-Methoxybenzoic acid

m-anisoyl chloride

Downstream raw materials:

methyl 3-methoxybenzenecarbimidothioate hydroiodide

ethyl 2-(3-methoxyphenyl)thiazole-4-carboxylate

C₉H₇NO₂S₂

2-(3-hydroxyphenyl)thiazole

Refernces

• 1、 Yang, Jianzhong,Pi, Weiyi,Xiong, Li,Ang, Wei,Yang, Tao,He, Jun,Liu, Yuanyuan,Chang, Ying,Ye, Weiwei,Wang, Zhenling,Luo, Youfu,Wei, Yuquan. "3H-1,2,4-Dithiazol-3-one compounds as novel potential affordable antitubercular agents". supporting information. p. 1424 - 1427. Retrieved 2013/03/14.
• 2、 Pandey, Lokesh Kumar,Pathak, Uma,Mathur, Sweta,Suryanarayana. "A thiophosphoryl chloride assisted transformation of arylaldoximes to thioamides". experimental part. p. 377 - 379. Retrieved 2012/03/27.