N-Benzyl-2-bromoacetamide

Base Information

• Chemical Name: N-Benzyl-2-bromoacetamide
• CAS No.: 2945-03-1
• Molecular Formula: C9H10BrNO
• Molecular Weight: 228.088
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID90183654
• Nikkaji Number: J443.956B
• Wikidata: Q83054473
• ChEMBL ID: CHEMBL4526465
• Mol file: 2945-03-1.mol

Synonyms:N-Benzyl-2-bromoacetamide;2945-03-1;N-Benzyl-2-bromo-acetamide;Acetamide, N-benzyl-2-bromo-;CCRIS 1813;Acetamide, 2-bromo-N-(phenylmethyl)-;BRN 2691924;ACETAMIDE,2-BROMO-N-BENZYL-;N-Benzylbromoacetamide;N-benzyl bromoacetamide;N-(Bromoacetyl)benzylamine;Bromoacetic acid benzylamide;SCHEMBL2286641;CHEMBL4526465;DTXSID90183654;2-Bromo-N-(phenylmethyl)acetamide;CAA94503;acetamide,2-bromo-n-(phenylmethyl)-;MFCD00726815;STL066905;AKOS000319657;LS-8224;N-Benzyl-2-bromoacetamide, AldrichCPR;SB79944;E78482;4-12-00-02231 (Beilstein Handbook Reference);F0176-0214

Chemical Property of N-Benzyl-2-bromoacetamide

Chemical Property:

• Vapor Pressure: 5.6E-06mmHg at 25°C
• Boiling Point: 380.1°C at 760 mmHg
• Flash Point: 183.7°C
• PSA: 32.59000
• Density: 1.444g/cm³
• LogP: 2.53800
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 226.99458
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

N-Benzyl-2-bromoacetamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)CBr

Technology Process of N-Benzyl-2-bromoacetamide

There total 7 articles about N-Benzyl-2-bromoacetamide 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-Bromoacetyl bromide (598-21-0) + benzylamine (100-46-9) → N-benzyl-2-bromoacetamide (2945-03-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.09.049

Reference yield: 76.0%

bromoacetic acid (79-08-3) + benzylamine (100-46-9) → N-benzyl-2-bromoacetamide (2945-03-1)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ol026736d

Reference yield:

2-bromoacetyl chloride (22118-09-8) + methyl 2-(benzylamino)cyclobut-1-enecarboxylate → N-benzyl-2-bromoacetamide (2945-03-1) + benzylamine (100-46-9)

Guidance literature:

With water; Shotten-Baumann conditions;

DOI:10.1002/ejoc.201000283

upstream raw materials:

2-Bromoacetyl bromide

benzylamine

2-bromoacetyl chloride

bromoacetic acid

Downstream raw materials:

N-formyl-N-(5-nitro-thiazol-2-yl)-glycine benzylamide

N-acetyl-N-(5-nitro-thiazol-2-yl)-glycine ethyl ester

N-benzyl-2-(5-nitro-2-propionylimino-thiazol-3-yl)-acetamide

N-ethylcarbamoyl-N-(5-nitro-thiazol-2-yl)-glycine benzylamide