4-bromo-N-propylbenzamide

Base Information

• Chemical Name: 4-bromo-N-propylbenzamide
• CAS No.: 223557-19-5
• Molecular Formula: C10H12 Br N O
• Molecular Weight: 242.115
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID00389387
• Nikkaji Number: J1.770.418D
• Wikidata: Q82185142
• Mol file: 223557-19-5.mol

Synonyms:4-bromo-N-propylbenzamide;223557-19-5;N-Propyl 4-bromobenzamide;N-Propyl4-bromobenzamide;n-propyl-4-bromobenzamide;N-n-propyl 4-bromobenzamide;N-n-propyl-4-bromobenzamide;4-bromo-N~1~-propylbenzamide;SCHEMBL1927462;DTXSID00389387;HFHYZJDMVOCWSV-UHFFFAOYSA-N;YIA55719;MFCD01212029;STK000043;AKOS000188175;SB76801;BS-23798;CS-0206482;A878579;SR-01000317913;SR-01000317913-1

Chemical Property of 4-bromo-N-propylbenzamide

Chemical Property:

• Vapor Pressure: 3.95E-05mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 352°Cat760mmHg
• Flash Point: 166.7°C
• PSA: 29.10000
• Density: 1.352g/cm³
• LogP: 2.97980
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 241.01023
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-bromo-N-propylbenzamide

There total 6 articles about 4-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: 98.0%

N-allyl-4-bromobenzamide (39887-27-9) → 4-bromo-N-(propyl)benzamide (223557-19-5)

Guidance literature:

With aluminum (III) chloride; manganese; cobalt(II) diacetate tetrahydrate; isopropyl alcohol; at 22 ℃; Reagent/catalyst;

DOI:10.1016/j.tetlet.2021.153047

Reference yield: 73.0%

propylamine (107-10-8,42939-71-9) + 4-chlorobenzoyl chloride (586-75-4) → 4-bromo-N-(propyl)benzamide (223557-19-5)

Guidance literature:

With triethylamine; In acetonitrile; at 0 ℃; for 1h;

DOI:10.1021/acs.jmedchem.8b00168

Reference yield: 72.0%

propylamine (107-10-8,42939-71-9) + 4-bromo-benzaldehyde (1122-91-4) → 4-bromo-N-(propyl)benzamide (223557-19-5)

Guidance literature:

propylamine; With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 1h; Green chemistry;

4-bromo-benzaldehyde; With tert.-butylhydroperoxide; [Cu₂(1,4-benzenedicarboxylate)₂(1,4-diazabicyclo[2.2.2]octane)]n; In water; acetonitrile; at 65 ℃; for 2h; Green chemistry;

DOI:10.1039/c9ra04216d

upstream raw materials:

propylamine

4-bromo-benzaldehyde

4-chlorobenzoyl chloride

4-Bromobenzoic acid

Downstream raw materials:

N-n-propyl-4-phenylethynyl-benzamide

(4-N-propylaminocarbonylphenyl)tributylstannane

(2'S,3S)-3-benzoyloxy-N-{2-[N-methyl-N-4-(N-propylaminocarbonyl)phenyl]amino-2-phenyl}ethylpyrrolidine

(2'S,3S)-3-hydroxy-N-{2-[N-methyl-N-4-(N-propylaminocarbonyl)phenyl]amino-2-phenyl}ethylpyrrolidine

Refernces

• 1、 Anbardan, Soheil Zamani,Bozcheloei, Abolfazl Hassani,Mokhtari, Javad,Yari, Ahmad. "Direct synthesis of amides and imines by dehydrogenative homo or cross-coupling of amines and alcohols catalyzed by Cu-MOF". . p. 20788 - 20793. Retrieved 2021/07/01.
• 2、 Jamalifard, Samira,Mokhtari, Javad,Mirjafary, Zohreh. "One-pot synthesis of amides via the oxidative amidation of aldehydes and amines catalyzed by a copper-MOF". . p. 22749 - 22754. Retrieved 2019/08/01.