5-bromo-2-chloro-N-cyclopropylbenzamide

Base Information

• Chemical Name: 5-bromo-2-chloro-N-cyclopropylbenzamide
• CAS No.: 669734-35-4
• Molecular Formula: C10H9BrClNO
• Molecular Weight: 274.545
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70406570
• Wikidata: Q82211597
• Mol file: 669734-35-4.mol

Synonyms:5-bromo-2-chloro-N-cyclopropylbenzamide;669734-35-4;CYCLOPROPYL 5-BROMO-2-CHLOROBENZAMIDE;5-Bromo-2-chloro-N-cyclopropyl-benzamide;SCHEMBL662706;DTXSID70406570;HVXQTKXSRJBMDT-UHFFFAOYSA-N;MFCD04226747;AKOS001146316;AS-43687;5-bromo-2-chloro-n~1~-cyclopropylbenzamide;CS-0454755;EN300-7379630;A867356;Z30841107

Chemical Property of 5-bromo-2-chloro-N-cyclopropylbenzamide

Chemical Property:

• Boiling Point: 350.1±32.0 °C(Predicted)
• PKA: 13.48±0.20(Predicted)
• PSA: 29.10000
• Density: 1 +-.0.1 g/cm3(Predicted)
• LogP: 3.38560
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 272.95560
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

99%min. ^*data from raw suppliers

Cyclopropyl5-bromo-2-chlorobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1NC(=O)C2=C(C=CC(=C2)Br)Cl

Technology Process of 5-bromo-2-chloro-N-cyclopropylbenzamide

There total 3 articles about 5-bromo-2-chloro-N-cyclopropylbenzamide 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: 71.0%

5-bromo-2-chlorobenzoic acid (21739-92-4) + Cyclopropylamine (765-30-0) → 5-bromo-2-chloro-N-cyclopropylbenzamide (669734-35-4)

Guidance literature:

5-bromo-2-chlorobenzoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In toluene; at 0 ℃; for 3h;

Cyclopropylamine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 17h;

Reference yield:

5-bromo-2-chloro-benzoyl chloride (21900-52-7) + Cyclopropylamine (765-30-0) → 5-bromo-2-chloro-N-cyclopropylbenzamide (669734-35-4)

Guidance literature:

5-bromo-2-chloro-benzoyl chloride; Cyclopropylamine; In dichloromethane; at 0 ℃; for 0.166667h;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

5-bromo-2-chlorobenzoic acid (21739-92-4) → 5-bromo-2-chloro-N-cyclopropylbenzamide (669734-35-4)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 3 h / 0 °C

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 19 h / 0 - 20 °C

With oxalyl dichloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In dichloromethane; toluene;

upstream raw materials:

5-bromo-2-chloro-benzoyl chloride

Cyclopropylamine

5-bromo-2-chlorobenzoic acid

Downstream raw materials:

N-(5-bromo-2-chlorobenzyl)cyclopropanamine

Refernces

• 1、 -. "Primary Amines as Renin Inhibitors". Page/Page column 9-10. . Retrieved 2009/04/24.
• 2、 -. "Novel Piperidine Carboxylic Acid Amide Derivatives". Page/Page column 9. . Retrieved 2008/12/08.