ChemicalBook CAS DataBase List 3-BROMO-4-CHLOROANILINE

3-BROMO-4-CHLOROANILINE synthesis

7synthesis methods

Product Name:3-BROMO-4-CHLOROANILINE
CAS Number:823-54-1
Molecular formula:C6H5BrClN
Molecular Weight:206.47

Dissolve p-chloronitrobenzene in sulfuric acid aqueous solution, slowly add bromine reagent (bromine or potassium bromate), and react to obtain 3-bromo-4-chloroaniline.

591-19-5
323 suppliers
$10.00/10g

823-54-1
160 suppliers
$5.00/1g

Yield:823-54-1 71%

Reaction Conditions:

with copper(II) choride dihydrate;lithium chloride hydrate in ethanol for 16 h;Reflux;regioselective reaction;

Steps:

General procedure for the synthesis of 1b-18b
General procedure: A round-bottomed flask (25 mL) was charged with substrate (2 mmol), CuCl₂·2H₂O (6 mmol), LiCl·H₂O (2 mmol) and EtOH (4 mL). The resulting reaction mixture was stirred at reflux. After the completion of the reaction monitored by TLC, EtOH was removed under reduced pressure. Then ammonium hydroxide (4 mL, 25%) and water (10 mL) were added and the aqueous phase was extracted with ethyl acetate (10 mL×3). The combined organic phase was washed with brine (8 mL×3) and dried over anhydrous Na₂SO₄. The solvent was removed under reduced pressure. The crude mixture was purified by chromatography on silica gel to obtain the desired products.

References:

Yang, Xue-Yan;Zhao, Hong-Yi;Mao, Shuai;Zhang, San-Qi [Synthetic Communications,2018,vol. 48,# 20,p. 2708 - 2714] Location in patent:supporting information

FullText