N-(3-cyanothiophen-2-yl)benzamide

Base Information

• Chemical Name: N-(3-cyanothiophen-2-yl)benzamide
• CAS No.: 55654-17-6
• Molecular Formula: C₁₂H₈N₂OS
• Molecular Weight: 228.274
• DSSTox Substance ID: DTXSID401305699
• Nikkaji Number: J3.278.260D
• Mol file: 55654-17-6.mol

Synonyms:N-(3-cyanothiophen-2-yl)benzamide;55654-17-6;N-(3-Cyano-2-thienyl)benzamide;Benzamide, N-(3-cyano-2-thienyl)-;IFLab1_005616;DTXSID401305699;HMS1427P06;STK471615;AKOS003375085;CCG-239431;IDI1_011019;SR-01000012313;SR-01000012313-1;F1385-0002

Chemical Property of N-(3-cyanothiophen-2-yl)benzamide

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 228.03573406
• Heavy Atom Count: 16
• Complexity: 303

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=C(C=CS2)C#N

Technology Process of N-(3-cyanothiophen-2-yl)benzamide

There total 1 articles about N-(3-cyanothiophen-2-yl)benzamide 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: 44.0%

2-amino-3-cyanothiophene (4651-82-5) + bromobenzene (108-86-1,52753-63-6) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → N-(3-cyanothiophen-2-yl)benzamide (55654-17-6)

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: 86.7%

N-(3-cyanothiophen-2-yl)benzamide (55654-17-6) → 2-benzamido-3-cyano-5-nitrothiophene

Guidance literature:

at 0 - 10 ℃;

Reference yield: 84.0%

N-(3-cyanothiophen-2-yl)benzamide (55654-17-6) → 2-benzamido-5-bromo-3-cyanothiophene (85487-10-1)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 2h; Heating;

upstream raw materials:

2-amino-3-cyanothiophene

bromobenzene

molybdenum hexacarbonyl

Downstream raw materials:

2-phenyl-3H-thieno[2,3-d]pyrimidin-4-one

2-benzamido-5-bromo-3-cyanothiophene

2-amino-3-cyano-5-nitrothiophene