2-Propenamide, 3-(4-bromophenyl)-2-cyano-

Base Information

• Chemical Name: 2-Propenamide, 3-(4-bromophenyl)-2-cyano-
• CAS No.: 101085-21-6
• Molecular Formula: C10H7BrN2O
• Molecular Weight: 251.082
• DSSTox Substance ID: DTXSID00403951
• Mol file: 101085-21-6.mol

Synonyms:3-(4-bromophenyl)-2-cyanoprop-2-enamide;2-Propenamide, 3-(4-bromophenyl)-2-cyano-;DTXSID00403951;AKOS030239354

Chemical Property of 2-Propenamide, 3-(4-bromophenyl)-2-cyano-

Chemical Property:

• PSA: 67.87000
• LogP: 2.99108
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 249.97418
• Heavy Atom Count: 14
• Complexity: 295

Purity/Quality:

97% ^*data from raw suppliers

(E)-3-(4-Bromophenyl)-2-cyanoacrylamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=C(C#N)C(=O)N)Br

Technology Process of 2-Propenamide, 3-(4-bromophenyl)-2-cyano-

There total 6 articles about 2-Propenamide, 3-(4-bromophenyl)-2-cyano- 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: 88.0%

4-bromo-benzaldehyde (1122-91-4) + cyanoacetic acid amide (107-91-5) → 2-cyano-3-(4-bromophenyl)acrylamide (101085-21-6,104127-29-9)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; In neat (no solvent); at 80 ℃; for 5.5h; Green chemistry;

DOI:10.13005/ojc/360507

Reference yield:

5-amino-3-(4-bromophenyl)-2,3-dihydroisoxazole-4-carbonitrile (1352994-24-1) → 2-cyano-3-(4-bromophenyl)acrylamide (101085-21-6,104127-29-9)

Guidance literature:

5-amino-3-(4-bromophenyl)-2,3-dihydroisoxazole-4-carbonitrile; With hydrogenchloride; In water; at 20 ℃; for 0.5h; pH=1 - 3;

In water; chemoselective reaction;

DOI:10.1039/c1ob06318a

Reference yield:

C10H8BrN2O(1-) → 2-cyano-3-(4-bromophenyl)acrylamide (101085-21-6,104127-29-9)

Guidance literature:

With 10-methylacridinium cation; In acetonitrile; at 25 ℃; Thermodynamic data;

DOI:10.1002/anie.200600536

upstream raw materials:

4-bromo-benzaldehyde

cyanoacetic acid amide

5-amino-3-(4-bromophenyl)-2,3-dihydroisoxazole-4-carbonitrile

4-bromobenzylidenemalononitrile

Downstream raw materials:

4-(4-bromophenyl)-5-cyano-3-methyl-1-phenyl-7H-pyrazolo[3,4-b]pyridin-6-one

2-amino-4-(4-bromophenyl)-1-(4-chlorophenyl)-7,7-dimethyl-1,4,5,6,7,8-hexahydroquinolin-5-one

C₁₈H₁₃N₅O

[4-((Z)-2-Carbamoyl-2-cyano-vinyl)-benzyl]-ethyl-diphenyl-phosphonium; bromide