N-phenyl-3-thiophenecarboxamide

Base Information

• Chemical Name: N-phenyl-3-thiophenecarboxamide
• CAS No.: 55797-29-0
• Molecular Formula: C11H9NOS
• Molecular Weight: 203.265
• Mol file: 55797-29-0.mol

Synonyms:N-phenyl-3-thiophenecarboxamide;Thiophen-3-carbonsaeure-anilid;thiophene-3-carboxylic acid anilide;N-(3-thenoyl)aniline;

Chemical Property of N-phenyl-3-thiophenecarboxamide

Chemical Property:

• PSA: 57.34000
• LogP: 3.07340

Purity/Quality:

N-PHENYL-3-THIOPHENECARBOXAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-phenyl-3-thiophenecarboxamide

There total 7 articles about N-phenyl-3-thiophenecarboxamide 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: 98.0%

3-Bromothiophene (872-31-1) + carbon monoxide (201230-82-2) + benzylamine (100-46-9) → N-phenyl-3-thiophene-carboxamide (55797-29-0)

Guidance literature:

With triethylamine; In toluene; at 70 ℃; for 7h; under 760.051 Torr; Catalytic behavior;

DOI:10.1039/c4ra05365f

Reference yield: 90.0%

3-thienyl iodide (10486-61-0) + carbon monoxide (201230-82-2) + aniline (62-53-3) → N-phenyl-3-thiophene-carboxamide (55797-29-0)

Guidance literature:

With potassium phosphate; Pd((imidazolium)acetonaphthene)(allyl)Cl; In toluene; at 90 ℃; for 19h; under 760.051 Torr; Schlenk technique;

DOI:10.1021/ol401550h

Reference yield: 85.0%

thiophene-3-carboxylic acid ethyl ester (5751-80-4) + aniline (62-53-3) → N-phenyl-3-thiophene-carboxamide (55797-29-0)

Guidance literature:

With C₁₈H₁₅IMnN₃O₃; sodium t-butanolate; In toluene; at 120 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.0c02478

upstream raw materials:

3-thiophene carboxylic acid chloride

aniline

Thien-3-ylboronic acid

phenyl isocyanate

Downstream raw materials:

3-thiophene carboxaldehyde

5,6,7-triphenylthieno[3,2-c]pyridin-4(5H)-one

N,2,4,5-tetraphenyl-3-thiophenecarboxamide

Refernces

• 1、 Chen, Changpeng,Ling, Liang,Luo, Meiming,Zeng, Xiaoming. "Chromium-catalyzed ligand-free amidation of esters with anilines". supporting information. p. 762 - 766. Retrieved 2021/04/14.
• 2、 Fang, Weiwei,Deng, Qinyue,Xu, Mizhi,Tu, Tao. "Highly efficient aminocarbonylation of iodoarenes at atmospheric pressure catalyzed by a robust acenaphthoimidazolyidene allylic palladium complex". supporting information. p. 3678 - 3681. Retrieved 2013/08/23.