N-Butyl 2-bromobenzamide

Base Information

• Chemical Name: N-Butyl 2-bromobenzamide
• CAS No.: 349403-39-0
• Molecular Formula: C11H14 Br N O
• Molecular Weight: 256.142
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10404116
• Nikkaji Number: J3.060.694I
• Wikidata: Q82208118
• Mol file: 349403-39-0.mol

Synonyms:2-bromo-N-butylbenzamide;349403-39-0;N-BUTYL 2-BROMOBENZAMIDE;Benzamide, 2-bromo-N-butyl-;DTXSID10404116;PVEIQVRGXQHPBG-UHFFFAOYSA-N;MFCD01212979;AKOS000182047;BS-23720;CS-0207840;Z30013293

Chemical Property of N-Butyl 2-bromobenzamide

Chemical Property:

• Boiling Point: 355.7±25.0 °C(Predicted)
• PKA: 14.25±0.46(Predicted)
• PSA: 29.10000
• Density: 1.310±0.06 g/cm3(Predicted)
• LogP: 3.36990
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 255.02588
• Heavy Atom Count: 14
• Complexity: 184

Purity/Quality:

97% ^*data from raw suppliers

N-Butyl2-bromobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCNC(=O)C1=CC=CC=C1Br

Technology Process of N-Butyl 2-bromobenzamide

There total 8 articles about N-Butyl 2-bromobenzamide 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: 99.0%

2-bromobenzoic acid chloride (7154-66-7) + N-butylamine (109-73-9,85404-21-3) → N-butyl 2-bromobenzamide (349403-39-0)

Guidance literature:

at 0 - 20 ℃; for 1h;

DOI:10.1021/jo302794z

Reference yield: 90.0%

→ N-butyl 2-bromobenzamide (349403-39-0)

Guidance literature:

With thionyl chloride; for 6h; Reflux;

With sodium carbonate; In dichloromethane; water; at 0 ℃; for 2h;

Reference yield: 80.0%

N-butylbenzamide (2782-40-3) → N-butyl 2-bromobenzamide (349403-39-0)

Guidance literature:

With N-Bromosuccinimide; silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; Trimethylacetic acid; In 1,2-dichloro-ethane; at 60 ℃; for 16h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja302631j

upstream raw materials:

2-bromobenzoic acid chloride

N-butylamine

2-bromobenzoic-acid

N-butylbenzamide

Downstream raw materials:

(Z)-3-benzylidene-2-butyl-2,3-dihydro-isoindol-1-one

2-phenyl-3-n-butylquinazoline-4(3H)-one

2-butyl-1-oxo-3-phenyl-1,2-dihydroisoquinoline

N-butyl-3-phenylisoquinolin-1-amine

Refernces

• 1、 -. "Axial chiral biphenyl ring-chain isomeric compound, and preparation method and application thereof". Paragraph 0083-0085; 0090. . Retrieved 2020/02/10.
• 2、 Alanthadka, Anitha,Maheswari, C. Uma. "N-heterocyclic carbene-catalyzed oxidative amidation of aldehydes with amines". supporting information. p. 1199 - 1203. Retrieved 2015/04/22.