2-Bromo-N-(4-cyanophenyl)acetamide

Base Information

• Chemical Name: 2-Bromo-N-(4-cyanophenyl)acetamide
• CAS No.: 92767-14-1
• Molecular Formula: C9H7BrN2O
• Molecular Weight: 239.071
• DSSTox Substance ID: DTXSID80596572
• Nikkaji Number: J444.929K
• Wikidata: Q82491866
• Mol file: 92767-14-1.mol

Synonyms:2-Bromo-N-(4-cyanophenyl)acetamide;92767-14-1;SCHEMBL8688893;DTXSID80596572;HBEYZKYLFOCLFE-UHFFFAOYSA-N;4-((Bromoacetyl)amino)benzonitrile;AKOS012989383

Chemical Property of 2-Bromo-N-(4-cyanophenyl)acetamide

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 237.97418
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)NC(=O)CBr

Technology Process of 2-Bromo-N-(4-cyanophenyl)acetamide

There total 1 articles about 2-Bromo-N-(4-cyanophenyl)acetamide 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:

2-bromoacetyl chloride (22118-09-8) + 4-Aminobenzonitrile (873-74-5) → 2-bromo-N-(4-cyanophenyl)acetamide (92767-14-1)

Guidance literature:

With dmap; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2012.01.029

Reference yield: 82.0%

2-bromo-N-(4-cyanophenyl)acetamide (92767-14-1) + 4-((2-mercaptopyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile → 2-((4-(4-cyano-2,6-dimethylphenoxy)pyrimidin-2-yl)thio)-N-(4-cyanophenyl)acetamide

Guidance literature:

4-((2-mercaptopyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile; With potassium tert-butylate; In N,N-dimethyl-formamide; for 0.5h;

2-bromo-N-(4-cyanophenyl)acetamide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2015.06.048

Reference yield: 69.0%

2-bromo-N-(4-cyanophenyl)acetamide (92767-14-1) → 4,4-Bis(ethoxycarbonyl)-1-(p-cyanophenyl)azetidin-2-one (140405-40-9) + N-(4-cyanophenyl)acetamide (35704-19-9)

Guidance literature:

With tetraethylammonium perchlorate; Diethyl 2-bromomalonate; In N,N-dimethyl-formamide; electroreduction, Hg cathode;

upstream raw materials:

2-bromoacetyl chloride

4-Aminobenzonitrile

Downstream raw materials:

4,4-Bis(ethoxycarbonyl)-1-(p-cyanophenyl)azetidin-2-one

N-(4-cyanophenyl)acetamide

N-(4-cyanophenyl)-2-(2-(thiazol-4-yl)-1H-benzo[d]imidazol-1-yl)acetamide