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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270130Generated: October 30, 2026

Imidazole → 5-chloro-6-[(triisopropylsilyl)oxy]-1,3-benzoxazol-2(3H)-one

https://huagongshe.com/reaction/270130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactant6-HydroxychlorzoxazoneHCID 2734—
ReactantTriisopropylsilyl chlorideHCID 139400—
SolventDimethylformamideHCID 6228—
Product5-chloro-6-[(triisopropylsilyl)oxy]-1,3-benzoxazol-2(3H)-oneHCID 6896288685%

Reaction Steps

5-chloro-6-hydroxy-1,3-benzoxazol-2(3H)-one (0.93 g, 5 mmol) and imidazole (1.00 g, 15 mmol) were dissolved in dimethylformamide (10 mL) with stirring under inert atmosphere. Triisopropylsilylchloride (1.15 g, 6 mmol) was added and the resulting solution was stirred for 3 days. The reaction mixture was partitioned between water and heptane. The organic layer was washed with water and dried over magnesium sulphate, filtrated and concentrated, to give 1.45 g (85%) of the subtitled compound as a grey solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449475B2
Source datasetuspto-grants-2008_11
ORD IDord-c79150d587fc43059eb8de52887fbb0e
Source noteuspto-grants-2008_11