N-(Benzyloxy)-2-bromoacetamide

Base Information

• Chemical Name: N-(Benzyloxy)-2-bromoacetamide
• CAS No.: 78158-32-4
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.088
• DSSTox Substance ID: DTXSID10572748
• Nikkaji Number: J443.954F
• Wikidata: Q82461225
• Mol file: 78158-32-4.mol

Synonyms:N-(Benzyloxy)-2-bromoacetamide;78158-32-4;Bromo-N-(benzyloxyl)acetamide;N-Benzyloxy-2-bromo-acetamide;SCHEMBL5557749;DTXSID10572748;JJEUVHILRLHHEM-UHFFFAOYSA-N;AKOS014304327

Chemical Property of N-(Benzyloxy)-2-bromoacetamide

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 242.98949
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(Benzyloxy)-2-bromoacetamide

There total 4 articles about N-(Benzyloxy)-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:

N-benzyloxyamine (622-33-3) → N-(benzyloxy)-2-bromoacetamide (78158-32-4)

Guidance literature:

With sodium carbonate; In water; ethyl acetate; at 0 ℃; for 4h;

DOI:10.1039/c9ob01992h

Reference yield:

O-benzylhydoxylamine hydrochloride (2687-43-6) + 2-Bromoacetyl bromide (598-21-0) → N-(benzyloxy)-2-bromoacetamide (78158-32-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1021/acs.joc.9b01128

Reference yield:

N-benzyloxyamine (622-33-3) + 2-Bromoacetyl bromide (598-21-0) → N-(benzyloxy)-2-bromoacetamide (78158-32-4)

Guidance literature:

With triethylamine; In chloroform;

DOI:10.1039/P19920000375

upstream raw materials:

N-benzyloxyamine

2-Bromoacetyl bromide

O-benzylhydoxylamine hydrochloride

Refernces

• 1、 Zhou, Jing,Zhang, Hong,Chen, Xue-Lian,Qu, Ya-Li,Zhu, Qianqian,Feng, Chen-Guo,Chen, Ya-Jing. "Regio- and Diastereoselective Access to 4-Imidazolidinones via an Aza-Mannich Initiated Cyclization of Sulfamate-Derived Cyclic Imines with α-Halo Hydroxamates". . p. 9179 - 9187. Retrieved 2019/08/12.
• 2、 Casadei, Maria Antonietta,Rienzo, Barbara Di,Inesi, Achille,Moracci, Franco Micheletti. "Electrochemical Studies on Haloamides. Part 3. Haloacetamides and Haloacetohydroxamates". . p. 375 - 378. Retrieved 2007/10/02.