3-bromo-N-isopropylbenzamide

Base Information

• Chemical Name: 3-bromo-N-isopropylbenzamide
• CAS No.: 35306-75-3
• Molecular Formula: C10H12 Br N O
• Molecular Weight: 242.115
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60349962
• Nikkaji Number: J2.378.670B
• Wikidata: Q82125588
• ChEMBL ID: CHEMBL1459300
• Mol file: 35306-75-3.mol

Synonyms:3-bromo-N-isopropylbenzamide;35306-75-3;3-bromo-N-propan-2-ylbenzamide;3-bromo-N-(propan-2-yl)benzamide;N-Isopropyl-3-bromobenzamide;MLS000532064;Cambridge id 5329413;SCHEMBL266386;3-Bromo-N-isopropyl-benzamide;CHEMBL1459300;DTXSID60349962;FRETYNHHZZBJMZ-UHFFFAOYSA-N;HMS2488D10;MFCD00779673;STK001895;AKOS000168821;BS-25163;SMR000137006;CS-0211980;A874645;SR-01000205027;SR-01000205027-1

Chemical Property of 3-bromo-N-isopropylbenzamide

Chemical Property:

• Vapor Pressure: 0.000123mmHg at 25°C
• Refractive Index: 1.545
• Boiling Point: 335.1°Cat760mmHg
• Flash Point: 156.4°C
• PSA: 29.10000
• Density: 1.349g/cm³
• LogP: 2.97820
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 241.01023
• Heavy Atom Count: 13
• Complexity: 182

Purity/Quality:

≥95% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NC(=O)C1=CC(=CC=C1)Br

Technology Process of 3-bromo-N-isopropylbenzamide

There total 3 articles about 3-bromo-N-isopropylbenzamide 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: 97.0%

3-bromobenzoyl chloride (1711-09-7) + isopropylamine (75-31-0) → 3-bromobenzoic acid isopropylamide (35306-75-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 6h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b01257

Reference yield: 90.0%

N,N-diisopropyl-3-bromobenzamide (35309-72-9) → m-bromobenzoic acid (585-76-2) + 3-bromobenzoic acid isopropylamide (35306-75-3)

Guidance literature:

With hydrogenchloride; zinc(II) chloride; at 160 ℃; for 72h;

DOI:10.1002/(sici)1099-0690(199808)1998:8<1689::aid-ejoc1689>3.0.co;2-m

Reference yield:

→ 3-bromobenzoic acid isopropylamide (35306-75-3)

Guidance literature:

Entspr. Saeurechlorid, geeignetes Amin, sd. wfr. Bzl.;

upstream raw materials:

N,N-diisopropyl-3-bromobenzamide

3-bromobenzoyl chloride

isopropylamine

Downstream raw materials:

3-(2-sec-Butyl-phenoxy)-N-isopropyl-benzamide

1-(3-bromophenyl)-2-methylpropane-1-one

(3-bromophenyl)(cyclohexyl)methanone

3-cyanobromobenzene

Refernces

• 1、 -. "BI-ARYL META-PYRIMIDINE INHIBITORS OF KINASES". Page/Page column 207. . Retrieved 2008/06/13.
• 2、 Dong, Chang-Zhi,Julia, Marc,Tang, Jie. "The halogenation of some benzamides takes place preferentially at the ortho,para positions". . p. 1689 - 1696. Retrieved 2007/10/03.