N-allyl-2-bromobenzamide

Base Information

• Chemical Name: N-allyl-2-bromobenzamide
• CAS No.: 88229-24-7
• Molecular Formula: C10H10BrNO
• Molecular Weight: 240.099
• European Community (EC) Number: 662-110-0
• DSSTox Substance ID: DTXSID50364548
• Nikkaji Number: J1.835.118H
• Wikidata: Q82148570
• Mol file: 88229-24-7.mol

Synonyms:N-allyl-2-bromobenzamide;88229-24-7;Benzamide, 2-bromo-N-2-propenyl-;2-bromo-N-(prop-2-en-1-yl)benzamide;2-bromo-N-prop-2-enylbenzamide;F3096-0941;DTXSID50364548;MFCD00157760;STL478903;AKOS000173067;SR-01000410424;SR-01000410424-1

Chemical Property of N-allyl-2-bromobenzamide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 238.99458
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCNC(=O)C1=CC=CC=C1Br

Technology Process of N-allyl-2-bromobenzamide

There total 4 articles about N-allyl-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: 100.0%

2-bromobenzoic acid chloride (7154-66-7) + 1-amino-2-propene (107-11-9,30551-89-4) → N-allyl-2-bromo-benzamide (88229-24-7)

Guidance literature:

In benzene; for 18h;

DOI:10.1021/je00036a040

Reference yield: 96.0%

1-amino-2-propene (107-11-9,30551-89-4) + 2-bromobenzoic-acid (88-65-3) → N-allyl-2-bromo-benzamide (88229-24-7)

Guidance literature:

With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 60 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03170

Reference yield: 80.0%

carbon monoxide (201230-82-2) + 1-amino-2-propene (107-11-9,30551-89-4) + 2,3-dibromobenzene (583-53-9) → 3-phthalimido-1-propene (5428-09-1) + N-allyl-2-bromo-benzamide (88229-24-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 110 ℃; for 24h; under 15514.9 Torr; Ionic liquid; Autoclave;

DOI:10.1021/ol101714p

upstream raw materials:

2-bromobenzoic acid chloride

1-amino-2-propene

carbon monoxide

2,3-dibromobenzene

Downstream raw materials:

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

(E)-2-allyl-3-(phenylmethylene)isoindolin-1-one