3-bromo-N-propylbenzamide

Base Information

• Chemical Name: 3-bromo-N-propylbenzamide
• CAS No.: 35306-74-2
• Molecular Formula: C10H12 Br N O
• Molecular Weight: 242.115
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40389462
• Wikidata: Q82185270
• ChEMBL ID: CHEMBL1341223
• Mol file: 35306-74-2.mol

Synonyms:3-bromo-N-propylbenzamide;35306-74-2;3-Bromo-N-propyl-benzamide;Benzamide, 3-bromo-N-propyl-;N-n-propyl-3-bromobenzamide;MLS000710887;3-bromo-N~1~-propylbenzamide;SCHEMBL1928397;CHEMBL1341223;DTXSID40389462;HMS2643O23;MFCD01215160;STK217886;AKOS000174414;SB77281;BS-23080;SMR000280654;CS-0208341;SR-01000320694;SR-01000320694-1

Chemical Property of 3-bromo-N-propylbenzamide

Chemical Property:

• Vapor Pressure: 7.57E-05mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 342.3°Cat760mmHg
• Flash Point: 160.8°C
• PSA: 29.10000
• Density: 1.352g/cm³
• LogP: 2.97980
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 241.01023
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

95-99% ^*data from raw suppliers

3-Bromo-N-propylbenzamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CCCNC(=O)C1=CC(=CC=C1)Br

Technology Process of 3-bromo-N-propylbenzamide

There total 4 articles about 3-bromo-N-propylbenzamide 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: 79.0%

propylamine (107-10-8,42939-71-9) + m-bromobenzoic acid (585-76-2) → 3-bromo-N-propylbenzamide (35306-74-2)

Guidance literature:

m-bromobenzoic acid; With thionyl chloride; Neat (no solvent); Heating / reflux;

propylamine; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield: 67.0%

propylamine (107-10-8,42939-71-9) + 3-bromobenzoyl chloride (1711-09-7) → 3-bromo-N-propylbenzamide (35306-74-2)

Guidance literature:

With triethylamine; In dichloromethane; at -5 - 20 ℃; for 1h;

Reference yield:

m-bromobenzoic acid (585-76-2) → 3-bromo-N-propylbenzamide (35306-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / toluene / Reflux

2: triethylamine / dichloromethane / 16 h / 0 - 20 °C

With thionyl chloride; triethylamine; In dichloromethane; toluene;

DOI:10.1021/jm401948b

upstream raw materials:

propylamine

3-bromobenzoyl chloride

m-bromobenzoic acid

Downstream raw materials:

C₂₁H₁₈ClNO₂

C₂₁H₁₈ClNO₂

3-(naphthalen-2-yl)-N-propylbenzamide

3-(naphthalen-1-yl)-N-propylbenzamide

Refernces

• 1、 Brady, Ryan M.,Vom, Amelia,Roy, Michael J.,Toovey, Nathan,Smith, Brian J.,Moss, Rebecca M.,Hatzis, Effie,Huang, David C. S.,Parisot, John P.,Yang, Hong,Street, Ian P.,Colman, Peter M.,Czabotar, Peter E.,Baell, Jonathan B.,Lessene, Guillaume. "De-novo designed library of benzoylureas as inhibitors of BCL-X L: Synthesis, structural and biochemical characterization". . p. 1323 - 1343. Retrieved 2014/03/21.
• 2、 -. "AMINO-5-[4-(DIFLUOROMETHOXY)-PHENYL]-5-PHENYLIMIDAZOLONE COMPOUNDS FOR THE INHIBITION OF BETA-SECRETASE". Page/Page column 33. . Retrieved 2008/06/13.