Methyl N-(2-bromophenyl)carbamate

Base Information

• Chemical Name: Methyl N-(2-bromophenyl)carbamate
• CAS No.: 25216-70-0
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• European Community (EC) Number: 851-184-1
• DSSTox Substance ID: DTXSID80879357
• Nikkaji Number: J1.607.515I
• Wikidata: Q82861455
• Mol file: 25216-70-0.mol

Synonyms:Methyl N-(2-bromophenyl)carbamate;25216-70-0;methyl (2-bromophenyl)carbamate;2-bromophenyl carbamic acid methyl ester;SCHEMBL1189089;DTXSID80879357;AKOS000210201;2-Bromophenylamine, N-methoxycarbonyl-;CS-0225169;N-(2-Bromophenyl)-carbamic acid methyl ester;Carbamic acid, (2-bromophenyl)-, methyl ester;EN300-1229564;J-522876;F3035-1010

Chemical Property of Methyl N-(2-bromophenyl)carbamate

Chemical Property:

• PSA: 38.33000
• LogP: 2.70040
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 228.97384
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

95% ^*data from raw suppliers

METHYL N-(2-BROMOPHENYL)CARBAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC1=CC=CC=C1Br
• Uses: Methyl 2-bromophenylcarbamate preparation of quinazolinyl norepinephrine reuptake inhibitors for the treatment of central nervous system disorders.

Technology Process of Methyl N-(2-bromophenyl)carbamate

There total 7 articles about Methyl N-(2-bromophenyl)carbamate 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: 97.4%

methyl chloroformate (79-22-1) + 2-bromoaniline (615-36-1) → 2-bromophenyl carbamic acid methyl ester (25216-70-0)

Guidance literature:

methyl chloroformate; 2-bromoaniline; With pyridine; In dichloromethane; at 0 - 20 ℃;

With hydrogenchloride; water;

Reference yield: 97.0%

methanol (67-56-1) + 2-Bromobenzamide (4001-73-4) → 2-bromophenyl carbamic acid methyl ester (25216-70-0)

Guidance literature:

With dibromamine-T; 1,8-diazabicyclo[5.4.0]undec-7-ene; for 0.333333h; Reflux;

DOI:10.1016/j.tetlet.2012.04.011

Reference yield: 45.0%

tetramethylorthosilicate (681-84-5) + carbon dioxide (124-38-9,18923-20-1) + 2-bromoaniline (615-36-1) → 2-bromophenyl carbamic acid methyl ester (25216-70-0)

Guidance literature:

With di(n-butyl)tin oxide; In toluene; at 135 ℃; under 52505.3 Torr; Glovebox; Autoclave;

DOI:10.1002/aoc.3733

upstream raw materials:

methanol

2-bromophenyl isocyanate

2-bromobenzoic acid chloride

2-bromobenzoic-acid

Downstream raw materials:

methyl (2-(phenylethynyl)phenyl)carbamate