2-Phenylethanethioamide

Base Information

• Chemical Name: 2-Phenylethanethioamide
• CAS No.: 645-54-5
• Molecular Formula: C8H9 N S
• Molecular Weight: 151.232
• Hs Code.: 2930909090
• European Community (EC) Number: 678-916-0
• NSC Number: 235948,52357
• UNII: LLS5738GKL
• DSSTox Substance ID: DTXSID40983060
• Nikkaji Number: J114.006J
• Mol file: 645-54-5.mol

Synonyms:2-Phenylethanethioamide;645-54-5;2-Phenylthioacetamide;Benzeneethanethioamide;Phenylthioacetamide;Benzeneethanimidothioic acid;Phenylacetothioamide;Acetamide, 2-phenylthio-;65680-26-4;2-PHENYLETHANIMIDOTHIOIC ACID;MFCD00022177;NSC-52357;NSC-235948;NSC52357;a-phenylthioacetamide;2-phenyl-thioacetamide;alpha-phenylthioacetamide;2-Phenylethanethioamide #;LLS5738GKL;SCHEMBL1397309;ACETAMIDE, 2-PHENYLTHIO;DTXSID40983060;HMS1783C04;NSC235948;STK095126;AKOS000118343;SB76025;CS-0206469;FT-0682822;P2127;EN300-14208;A858360;Z56928578;OTAVA-BB BB7018890438;2-Phenylthioacetamide, 97%

Chemical Property of 2-Phenylethanethioamide

Chemical Property:

• Vapor Pressure: 0.00455mmHg at 25°C
• Melting Point: 96-98°C
• Boiling Point: 277.3±33.0℃ (760 Torr)
• PKA: 13.10±0.29(Predicted)
• Flash Point: 121.5±25.4℃
• PSA: 58.11000
• Density: 1.155±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 2.21550
• Water Solubility.: Slightly Soluble in water (1.8 g/L) (25°C).
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 151.04557046
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

2-phenylethanethioamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=S)N
• Uses: 2-Phenylthioacetamide find extensive use in organic synthesis. N-bromo and N-chloro succinimides are halogenating agents. Phthalimides are used in the synthesis of primary amines.

Technology Process of 2-Phenylethanethioamide

There total 26 articles about 2-Phenylethanethioamide 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: 91.0%

phenylacetonitrile (140-29-4) → 2-phenylthioacetamide (645-54-5)

Guidance literature:

With diphenylphosphinodithioic acid; In isopropyl alcohol; at 40 - 60 ℃;

DOI:10.1016/S0040-4039(01)90459-9

Reference yield: 91.0%

sodium hydrosulfide nonahydrate + phenylacetonitrile (140-29-4) → 2-phenylthioacetamide (645-54-5)

Guidance literature:

In ethanol;

Reference yield: 63.0%

Benzeneacetamide (103-81-1) → 2-phenylthioacetamide (645-54-5)

Guidance literature:

With Lawessons reagent; In toluene; at 85 - 110 ℃; for 5h;

DOI:10.1016/0040-4039(80)88066-X

upstream raw materials:

methyl phenyldithioacetate

phenylacetonitrile

Benzeneacetamide

triphenylphosphine-thiocyanogen

Downstream raw materials:

N-phenylphenylacetamidine

N-Thiophenacetyl-phenylacetamidin

2,3-dibenzyl-4-methyl-thiazolidine

2,3-dibenzyl-4-methyl-thiazolium; bromide

Refernces

• 1、 Shi, Jiarong,Qiu, Dachuan,Wang, Juan,Xu, Hai,Li, Yang. "Domino aryne precursor: Efficient construction of 2,4-disubstituted benzothiazoles". supporting information. p. 5670 - 5673. Retrieved 2015/05/20.
• 2、 Sanchez, Ana I.,Meneses, Ricardo,Minguez, Jose M.,Nunez, Araceli,Castillo, Rafael R.,Filace, Fabiana,Burgos, Carolina,Vaquero, Juan J.,Alvarez-Builla, Julio,Cortes-Cabrera, Alvaro,Gago, Federico,Terricabras, Emma,Segarra, Victor. "Microwave-assisted synthesis of potent PDE7 inhibitors containing a thienopyrimidin-4-amine scaffold". . p. 4233 - 4242. Retrieved 2014/06/10.