N-(4-mercaptophenyl)cyclopropanecarboxamide

Base Information

• Chemical Name: N-(4-mercaptophenyl)cyclopropanecarboxamide
• CAS No.: 639090-54-3
• Molecular Formula: C10H11NOS
• Molecular Weight: 193.269
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID20587363
• Wikidata: Q72488631
• Mol file: 639090-54-3.mol

Synonyms:639090-54-3;N-(4-mercaptophenyl)cyclopropanecarboxamide;N-(4-sulfanylphenyl)cyclopropanecarboxamide;4-Cyclopropanecarboxamidothiophenol;SCHEMBL375186;Cyclopropanecarboxylic acid N-(4-sulfanylphenyl)amide;DTXSID20587363;GWSVARXVWRFLLY-UHFFFAOYSA-N;4-cyclopropanecarboxamido-thiophenol;MFCD09831913;AKOS006326634;AT35529;AC-25064;A8785;CS-0367915;N-(4-mercaptophenyl) cyclopropanecarboxamide;N-(4-mercaptophenyl)-cyclopropanecarboxamide;N-(4-mercaptophenyl)cyclopropane carboxamide;N-(4-mercaptophenyl) cyclopropane carboxamide;A1-11419

Chemical Property of N-(4-mercaptophenyl)cyclopropanecarboxamide

Chemical Property:

• Vapor Pressure: 6.93E-07mmHg at 25°C
• Refractive Index: 1.698
• Boiling Point: 408.6°C at 760 mmHg
• PKA: 6.90±0.10(Predicted)
• Flash Point: 200.9°C
• PSA: 67.90000
• Density: 1.338
• LogP: 2.39680
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 193.05613515
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(4-Mercaptophenyl)cyclopropanecarboxamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C(=O)NC2=CC=C(C=C2)S

Technology Process of N-(4-mercaptophenyl)cyclopropanecarboxamide

There total 2 articles about N-(4-mercaptophenyl)cyclopropanecarboxamide 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%

cyclopropanecarboxylic acid chloride (4023-34-1) + 4-aminotiophenol (1193-02-8) → (N-(4-mercaptophenyl)cyclopropylcarboxamide) (639090-54-3)

Guidance literature:

With pyridine; In tetrahydrofuran; at -5 - 20 ℃; Inert atmosphere;

Reference yield: 85.0%

4-aminotiophenol (1193-02-8) + cyclopropanecarboxylic acid (1759-53-1) → (N-(4-mercaptophenyl)cyclopropylcarboxamide) (639090-54-3)

Guidance literature:

cyclopropanecarboxylic acid; With thionyl chloride; at 80 ℃; for 2h; Inert atmosphere;

4-aminotiophenol; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201300683

Reference yield: 99.0%

1,3,5-trichloro-2,4,6-triazine (108-77-0) + (N-(4-mercaptophenyl)cyclopropylcarboxamide) (639090-54-3) → N-(4-((4,6-dichloro-1,3,5-triazin-2-yl)thio)phenyl)cyclopropanecarboxamide (1258223-00-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

upstream raw materials:

cyclopropanecarboxylic acid chloride

4-aminotiophenol

cyclopropanecarboxylic acid

Downstream raw materials:

N-{4-[(4,6-dichloropyrimidin-2-yl)sulfanyl]phenyl}cyclopropane carboxamide

N-(4-(8-(5-methyl-1H-pyrazol-3-ylamino)imidazo[1,2-a]pyrazin-6-ylthio)phenyl)cyclopropane carboxamide

N-(4-(5-(5-Methyl-1H-pyrazol-3-ylamino)imidazo[1,2-a]pyrimidin-7-ylthio)phenyl)-cyclopropane carboxamide

N-(4-(5-(5-methyl-1H-pyrazol-3-ylamino)imidazo[1,2-f]pyrimidin-7-ylthio)phenyl)cyclopropane carboxamide

Refernces

• 1、 -. "As inhibitors of Aurora kinases substituted pyrimidine derivatives". Paragraph 0326-0330. . Retrieved 2016/10/09.
• 2、 Li, Zhengqiu,Hao, Piliang,Li, Lin,Tan, Chelsea Y. J.,Cheng, Xiamin,Chen, Grace Y. J.,Sze, Siu Kwan,Shen, Han-Ming,Yao, Shao Q.. "Design and synthesis of minimalist terminal alkyne-containing diazirine photo-crosslinkers and their incorporation into kinase inhibitors for cell- and tissue-based proteome profiling". supporting information. p. 8551 - 8556. Retrieved 2013/09/12.