2-Methylsulfanyl-benzamide

Base Information

• Chemical Name: 2-Methylsulfanyl-benzamide
• CAS No.: 54705-16-7
• Molecular Formula: C8H9NOS
• Molecular Weight: 167.232
• Hs Code.: 2930909899
• DSSTox Substance ID: DTXSID60359521
• Nikkaji Number: J469.428G
• Wikidata: Q82140764
• Mol file: 54705-16-7.mol

Synonyms:2-methylsulfanyl-benzamide;54705-16-7;2-methylsulfanylbenzamide;2-(methylsulfanyl)benzamide;2-(methylthio)benzamide;(methyl-thio)benzamide;2-(Methylsulphanyl)benzamide;SCHEMBL701691;DTXSID60359521;MFCD00757485;AKOS008937894

Chemical Property of 2-Methylsulfanyl-benzamide

Chemical Property:

• Melting Point: 149-150 °C
• Boiling Point: 316.7±25.0 °C(Predicted)
• PSA: 69.38000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 2.39160
• XLogP3: 0.6
• 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:

2-(Methylsulfanyl)benzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=CC=C1C(=O)N

Technology Process of 2-Methylsulfanyl-benzamide

There total 11 articles about 2-Methylsulfanyl-benzamide 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%

2-methylsulfanyl-benzoyl chloride (1442-03-1) → 2-methylsulfanyl-benzamide (54705-16-7)

Guidance literature:

With ammonia; In tetrahydrofuran; at -15 - -10 ℃;

Reference yield: 78.0%

C17H19NOS (249764-80-5) → 2-methylsulfanyl-benzamide (54705-16-7)

Guidance literature:

With trifluoroacetic acid; at 20 ℃;

DOI:10.1021/ol990846b

Reference yield:

2-(methylthio)benzoic acid (3724-10-5) → 2-methylsulfanyl-benzamide (54705-16-7)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: diethyl ether; ammonia

With thionyl chloride; diethyl ether; ammonia;

upstream raw materials:

2-methylsulfanyl-benzoyl chloride

C₁₇H₁₉NOS

N-(1-methyl-1-phenylethyl)benzamide

benzoyl chloride

Downstream raw materials:

1-(2-methylthiobenzoyl)-3-(9H-fluoren-9-yl)-urea

1,2-benzisothiazolin-3-one

(2-Methanesulfinyl-benzyl)-carbamic acid methyl ester

(2-Methylsulfanyl-benzyl)-carbamic acid methyl ester

Refernces

• 1、 Rotondi, Giulia,Guglielmi, Paolo,Carradori, Simone,Secci, Daniela,De Monte, Celeste,De Filippis, Barbara,Maccallini, Cristina,Amoroso, Rosa,Cirilli, Roberto,Akdemir, Atilla,Angeli, Andrea,Supuran, Claudiu T.. "Design, synthesis and biological activity of selective hCAs inhibitors based on 2-(benzylsulfinyl)benzoic acid scaffold". . p. 1400 - 1413. Retrieved 2019/08/26.
• 2、 Ni, Shuaishuai,Yuan, Yaxia,Huang, Jin,Mao, Xiaona,Lv, Maosheng,Zhu, Jin,Shen, Xu,Pei, Jianfeng,Lai, Luhua,Jiang, Hualiang,Li, Jian. "Discovering potent small molecule inhibitors of cyclophilin A using de novo drug design approach". supporting information; experimental part. p. 5295 - 5298. Retrieved 2010/02/28.