Reaction #2329053

Reaction equation

ammonium chloride

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

sodium hydroxide

→

title compound

Yield 24.4%

9-Trifluoromethoxy-6H-1,3,3a,6-tetraaza-benzo[e]azulen-5-one

Yield 24.4%

Solvents

dioxane

Conditions

Workup

1. 1
   Otherthe organic solvent was removed by destillation
2. 2
   FiltrationThe resulting suspension was filtered
3. 3
   Washthe solid was washed with ice-cold water (50 mL)
4. 4
   OtherDrying in vacuo

Procedure

To a solution of 2-chloro-N-[2-(2H-[1,2,4]triazol-3-yl)-4-trifluoromethoxy-phenyl]-acetamide (3.15 g, 9.82 mmol) in dioxane (100 mL) was added aqueous sodium hydroxide (32%, 2.18 mL, 23.6 mmol) and the reaction mixture was stirred for 19 h at ambient temperature. It was poured onto aqueous ammonium chloride (1M, 50 mL) and the organic solvent was removed by destillation. The resulting suspension was filtered and the solid was washed with ice-cold water (50 mL). Drying in vacuo afforded the title compound (682 mg, 24%) as a light yellow solid. MS: m/e=285.0 [M+H]+.

Source