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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2066405Generated: November 1, 2026

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

https://huagongshe.com/reaction/2066405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Chloro-N-[2-(2H-[1,2,4]triazol-3-yl)-4-trifluoromethoxy-phenyl]-acetamideHCID 68693673—
Solvent1,4-DioxaneHCID 31275—
Product9-Trifluoromethoxy-6H-1,3,3a,6-tetraaza-benzo[e]azulen-5-oneHCID 13633518224.4%

Reaction Steps

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]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293730B2
Source datasetuspto-grants-2012_10
ORD IDord-b80b6a55267c4d128bd4fbc4e17a78b7
Source noteuspto-grants-2012_10