2-phenylsulfanylacetamide

Base Information

• Chemical Name: 2-phenylsulfanylacetamide
• CAS No.: 22446-20-4
• Molecular Formula: C8H9NOS
• Molecular Weight: 167.232
• Hs Code.: 2930909090
• Mol file: 22446-20-4.mol

Synonyms:NSC 525221;

Chemical Property of 2-phenylsulfanylacetamide

Chemical Property:

• Vapor Pressure: 9.08E-05mmHg at 25°C
• Refractive Index: 1.609
• Boiling Point: 339.6 °C at 760 mmHg
• Flash Point: 159.2 °C
• PSA: 68.39000
• Density: 1.21g/cm³
• LogP: 1.96430

Purity/Quality:

99% ^*data from raw suppliers

2-(Phenylthio)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-phenylsulfanylacetamide

There total 7 articles about 2-phenylsulfanylacetamide 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: 99.0%

(phenylthio)acetic acid (103-04-8) → α-(phenylthio)acetamide (22446-20-4)

Guidance literature:

With titanium tetrachloride; ammonium carbamate; In toluene; at 120 ℃; for 24h; Inert atmosphere; Molecular sieve;

DOI:10.1002/adsc.201200436

Reference yield: 83.0%

(phenylthio)acetic acid chloride (7031-27-8) → α-(phenylthio)acetamide (22446-20-4)

Guidance literature:

With ammonia; In tetrahydrofuran; water; at 0 ℃; for 1.5h;

DOI:10.1002/cmdc.201300414

Reference yield: 83.0%

acetoacetamido (5977-14-0) + thiophenol (108-98-5) → α-(phenylthio)acetamide (22446-20-4)

Guidance literature:

With oxygen; sodium hydroxide; In acetonitrile; at 22 - 25 ℃; for 18h;

DOI:10.1039/c7cc09026a

upstream raw materials:

ethyl phenylsulfenylacetate

thiophenol

Chloroacetamide

sodium thiophenolate

Downstream raw materials:

2-(phenylthio)ethanethioamide

3-[2-(phenylthiomethyl)thiazol-4-yl]benzoic acid methyl ester

3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide

4,6-diphenyl-2-pyridone

Refernces

• 1、 Jiang, Yi,Deng, Jie-Dan,Wang, Hui-Hong,Zou, Jiao-Xia,Wang, Yong-Qiang,Chen, Jin-Hong,Zhu, Long-Qing,Zhang, Hong-Hua,Peng, Xue,Wang, Zhen. "Direct access to α-sulfenylated amides/esters: Via sequential oxidative sulfenylation and C-C bond cleavage of 3-oxobutyric amides/esters". supporting information. p. 802 - 805. Retrieved 2018/02/06.
• 2、 Fujii, Masaya,Nishimura, Takuya,Koshiba, Takahiro,Yokoshima, Satoshi,Fukuyama, Tohru. "Erratum: 2-pyridone synthesis using 2-(Phenylsulfinyl)acetamide (Org. Lett. (2013) 15: 1 (232-234) DOI: 10.1021/ol303320c)". supporting information. p. 1272 - 1272. Retrieved 2014/03/21.