N-(2-Cyanophenyl)thiophene-2-carboxamide

Base Information

• Chemical Name: N-(2-Cyanophenyl)thiophene-2-carboxamide
• CAS No.: 84197-49-9
• Molecular Formula: C12H8 N2 O S
• Molecular Weight: 228.274
• Mol file: 84197-49-9.mol

Synonyms:Thiophene-2-carboxylic acid (2-cyano-phenyl)-amide;HMS1691K06;N-(2-Cyanophenyl)-2-thiophenecarboxamide;

Chemical Property of N-(2-Cyanophenyl)thiophene-2-carboxamide

Chemical Property:

• PSA: 81.13000
• LogP: 2.94508

Purity/Quality:

N-(2-CYANOPHENYL)THIOPHENE-2-CARBOXAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(2-Cyanophenyl)thiophene-2-carboxamide

There total 5 articles about N-(2-Cyanophenyl)thiophene-2-carboxamide 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: 87.0%

thiophene-2-carbonyl cyanide (6007-78-9) + 2-iodophenylamine (615-43-0) → N-(2-cyanophenyl)thiophene-2-carboxamide (84197-49-9)

Guidance literature:

With copper(I) oxide; In dimethyl sulfoxide; at 130 ℃; for 10h;

DOI:10.1021/acs.joc.9b03500

Reference yield: 39.0%

2-bromothiophene (1003-09-4) + anthranilic acid nitrile (1885-29-6) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → N-(2-cyanophenyl)thiophene-2-carboxamide (84197-49-9)

Guidance literature:

With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; catacxium A; In N,N-dimethyl-formamide; at 130 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2013.11.055

Reference yield:

2-Thiophenecarbonyl chloride (5271-67-0) + anthranilic acid nitrile (1885-29-6) → N-(2-cyanophenyl)thiophene-2-carboxamide (84197-49-9)

Guidance literature:

With pyridine; In chloroform; at 0 - 20 ℃; for 5h;

DOI:10.1002/cmdc.201600255

upstream raw materials:

2-[2]thienyl-indol-3-one oxime

thiophene-2-carbaldehyde

anthranilic acid nitrile

2-bromothiophene

Refernces

• 1、 Burbiel, Joachim C.,Ghattas, Wadih,Küppers, Petra,K?se, Meryem,Lacher, Svenja,Herzner, Anna-Maria,Kombu, Rajan Subramanian,Akkinepally, Raghuram Rao,Hockemeyer, J?rg,Müller, Christa E.. "2-Amino[1,2,4]triazolo[1,5-c]quinazolines and Derived Novel Heterocycles: Syntheses and Structure–Activity Relationships of Potent Adenosine Receptor Antagonists". . p. 2272 - 2286. Retrieved 2016/10/25.
• 2、 Kidwai, Mazaahir,Priya. "Synthesis of quinazolinone analogues using sodium perborate as catalyst". experimental part. p. 1876 - 1881. Retrieved 2009/05/26.