N-(3-bromophenyl)cyclohexanecarboxamide

Base Information

• Chemical Name: N-(3-bromophenyl)cyclohexanecarboxamide
• CAS No.: 452365-99-0
• Molecular Formula: C13H16BrNO
• Molecular Weight: 282.18
• DSSTox Substance ID: DTXSID10357274
• Wikidata: Q82137129
• Mol file: 452365-99-0.mol

Synonyms:N-(3-bromophenyl)cyclohexanecarboxamide;452365-99-0;Cyclohexanecarboxamide, N-(3-bromophenyl)-;SCHEMBL2151177;DTXSID10357274;CRWRDUYMNRPRFM-UHFFFAOYSA-N;STK124508;AKOS000176273;CCG-313447;NCGC00323958-01;AS-65480;CS-0059686;W18362;AB00285440-03;AO-548/14594437;SR-01000229205;SR-01000229205-1;Z27789016

Chemical Property of N-(3-bromophenyl)cyclohexanecarboxamide

Chemical Property:

• Boiling Point: 425.7±28.0 °C(Predicted)
• PKA: 14.33±0.70(Predicted)
• PSA: 32.59000
• Density: 1.402±0.06 g/cm3(Predicted)
• LogP: 4.61740
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 281.04153
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

99% ^*data from raw suppliers

N-(3-Bromophenyl)cyclohexanecarboxamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)NC2=CC(=CC=C2)Br

Technology Process of N-(3-bromophenyl)cyclohexanecarboxamide

There total 1 articles about N-(3-bromophenyl)cyclohexanecarboxamide 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: 95.0%

m-Bromoaniline (591-19-5) + cyclohexanylcarbonyl chloride (2719-27-9) → N-(3-bromophenyl)cyclohexanecarboxamide (452365-99-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1039/b300525a

Reference yield: 82.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + N-(3-bromophenyl)cyclohexanecarboxamide (452365-99-0) → (E)-methyl 3-(3-(cyclohexanecarboxamido)phenyl)acrylate

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triethylamine; tris-(o-tolyl)phosphine; In N,N-dimethyl-d₆-formamide; at 90 ℃; for 24h; Inert atmosphere;

Reference yield: 40.0%

N-(3-bromophenyl)cyclohexanecarboxamide (452365-99-0) + (E)-3-methoxy-1-propenylboronic acid pinacol ester (165059-42-7,934342-48-0) → (E)-N-(3-(3-methoxyprop-1-en-1-yl)phenyl)cyclohexanecarboxamide

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In propan-1-ol; at 80 ℃; for 12h;

upstream raw materials:

m-Bromoaniline

cyclohexanylcarbonyl chloride

Downstream raw materials:

(E)-3-(3-{[2-((E)-2-tert-Butoxycarbonyl-vinyl)-benzyl]-cyclohexanecarbonyl-amino}-phenyl)-acrylic acid methyl ester

(E)-3-(3-{[3-((E)-2-tert-Butoxycarbonyl-vinyl)-benzyl]-cyclohexanecarbonyl-amino}-phenyl)-acrylic acid methyl ester