Reaction #2329052

Reaction equation

water

4-trifluoromethoxy-2-(2H-[1,2,4]triazol-3-yl)-phenylamine

chloroacetyl chloride

→

title compound

Yield 82.0%

2-Chloro-N-[2-(2H-[1,2,4]triazol-3-yl)-4-trifluoromethoxy-phenyl]-acetamide

Yield 82.0%

Solvents

acetic acid

Conditions

Workup

1. 1
   workup.STIRRINGstirred for another 3 h
2. 2
   FiltrationThe precipitate was filtered off
3. 3
   Washwashed with water
4. 4
   OtherDrying in vacuo

Procedure

To a cooled solution of 4-trifluoromethoxy-2-(2H-[1,2,4]triazol-3-yl)-phenylamine (3.00 g, 12.3 mmol) in acetic acid (62 mL) was added dropwise chloroacetyl chloride (1.96 mL, 24.6 mmol). The resulting light brown suspension was stirred for 20 h at ambient temperature and was then poured into water (246 mL) and stirred for another 3 h. The precipitate was filtered off and washed with water. Drying in vacuo afforded the title compound (3.22 g, 82%) as an off-white solid. MS: m/e=323.1 [M+H]+.

Source