N-(4-Bromophenyl)cinnamamide

Base Information

• Chemical Name: N-(4-Bromophenyl)cinnamamide
• CAS No.: 134430-89-0
• Molecular Formula: C15H12BrNO
• Molecular Weight: 302.17
• DSSTox Substance ID: DTXSID101240107
• Nikkaji Number: J104.079K
• Mol file: 134430-89-0.mol

Synonyms:N-(4-BROMOPHENYL)CINNAMAMIDE;134430-89-0;(E)-N-(4-BROMOPHENYL)-3-PHENYL-2-PROPENAMIDE;54934-81-5;(E)-N-(4-bromophenyl)-3-phenylprop-2-enamide;N-(4-bromophenyl)-3-phenylacrylamide;(2E)-N-(4-bromophenyl)-3-phenylacrylamide;2-Propenamide, N-(4-bromophenyl)-3-phenyl-;N-(4-bromophenyl)-3-phenylprop-2-enamide;SCHEMBL14094475;BDBM261505;DTXSID101240107;HMS1475C21;AKOS001406894;N-(4-Bromophenyl)-3-phenylpropenamide;IDI1_019735;CS-0370850;EN300-240223;US9708268, 8;SR-01000405656;(2E)-N-(4-Bromophenyl)-3-phenyl-2-propenamide #;SR-01000405656-1;2-Propenamide, N-(4-bromophenyl)-3-phenyl-, (E)-;BRD-K25714772-001-01-6;F0266-5641;Preparation of 1-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)-2-oxo-1,2-dihydroquinoline-6-carboxamide

Chemical Property of N-(4-Bromophenyl)cinnamamide

Chemical Property:

• PSA: 29.10000
• LogP: 4.17400
• Storage Temp.: Refrigerator
• Solubility.: Acetone, Ethyl Acetate, DCM, Chloroform
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 301.01023
• Heavy Atom Count: 18
• Complexity: 289

Purity/Quality:

97% ^*data from raw suppliers

(E)-N-(4-Bromophenyl)-3-phenyl-2-propenamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)NC2=CC=C(C=C2)Br
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)NC2=CC=C(C=C2)Br

Technology Process of N-(4-Bromophenyl)cinnamamide

There total 8 articles about N-(4-Bromophenyl)cinnamamide 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: 75.0%

1-bromo-4-(3-phenylprop-1-yn-1-yl)benzene (278168-74-4) → N-(4-bromophenyl)cinnamamide (134430-89-0)

Guidance literature:

With formic acid; hydroxylamine hydrochloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 80 ℃; for 12h; Schlenk technique;

DOI:10.1039/c3ob42444h

Reference yield: 60.0%

4-bromoacetanilide (103-88-8) + benzyl alcohol (100-51-6,185532-71-2) → N-(4-bromophenyl)cinnamamide (134430-89-0)

Guidance literature:

With (4-Me)Triaz(NHPⁱPr₂)₂Mn(CO)₂Br; caesium carbonate; In tert-Amyl alcohol; at 135 ℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/acs.joc.1c00685

Reference yield:

→ N-(4-bromophenyl)cinnamamide (134430-89-0)

Guidance literature:

With diethyl ether; phosphorus pentachloride;

DOI:10.1021/ja01354a049

upstream raw materials:

pyridine

(1E,2E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one oxime

benzenesulfonyl chloride

Cinnamoyl chloride

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