반응 #3231

반응 방정식

4-methyl-2-nitroaniline

chlorine

→

title compound

수율 25.0%

2-Chloro-4-methyl-6-nitroaniline

수율 25.0%

용매

chloroform

chloroform

반응 조건

후처리

1. 1
   온도while maintaining the reaction mixture temperature below 30° C
2. 2
   세척washed with aqueous sodium bicarbonate
3. 3
   농축The organic phase was then concentrated
4. 4
   기타the residue chromatographed (eluant: hexane/diethyl ether; 9/1) over silica gel

실험 절차

To a stirred solution of 4-methyl-2-nitroaniline (19.69 g, 129.4 mM) in chloroform (200 mL) under a nitrogen atmosphere was added dropwise a solution of chlorine (10.15 g, 285.9 mM) in chloroform (100 mL) while maintaining the reaction mixture temperature below 30° C. The reaction mixture was stirred for 3 days and then washed with aqueous sodium bicarbonate. The organic phase was then concentrated and the residue chromatographed (eluant: hexane/diethyl ether; 9/1) over silica gel to provide (6.03 g, 25%) the title compound as an orange crystalline solid, mp 68.5°-69.5° C.; MS(CI): 187 (M+H).

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