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ChemicalBook CAS DataBase List N-(4-BROMOPHENYL)-2-CHLOROACETAMIDE

N-(4-BROMOPHENYL)-2-CHLOROACETAMIDE synthesis

4synthesis methods
-

Yield:2564-02-5 97%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20; for 16 h;

Steps:

1.1 Preparation of N-(4-bromophenyl)-2-chloroacetamide
4-Bromoaniline (4.12 g, 23.95 mmol) was dissolved in 50 mL of dichloromethane in a round bottomed flask containing a stir bar. While stirring, triethylamine (2.91 g, 28.74 mmol) was added to the reaction mixture and then cooled to 0 °C. 2-Chloroacetyl chloride (2.71 g, 23.95 mmol) was added dropwise to the reaction mixture, which was then allowed to slowly warm to room temperature and stir for 16 hours. The reaction mixture was diluted with 100 mL of dichloromethane, washed twice with 1N HCl, run through a silica gel plug, and then concentrated in vacuo to give N-(4-bromophenyl)-2-chloroacetamide (5.74 g, 97 % yield).

References:

THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES;THE UNIVERSITY OF KANSAS;MARUGAN, Juan, Jose;ZHENG, Wei;PATNAIK, Samarjit;SOUTHALL, Noel;SIDRANSKY, Ellen;GOLDIN, Ehud;WESTBROEK, Wendy;AFLAKI, Elma;ROGERS, Steven, Andrew;SCHOENEN, Frank, John WO2013/148333, 2013, A1 Location in patent:Paragraph 0089

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