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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 378035Generated: October 30, 2026

Benzaldehyde → N-(1H-Benzotriazol-1-ylphenylmethyl)-2-chloro-6-(trimethylsilyl)benzamide

https://huagongshe.com/reaction/378035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantAmmonium HydroxideHCID 14923—
Reactant2-Chloro-6-(trimethylsilyl)benzoyl chlorideHCID 15183557—
Reactant2-Chloro-6-trimethylsilylbenzamideHCID 18630266—
ReactantHCID 178418385HCID 178418385—
SolventTolueneHCID 1140—
ProductN-(1H-Benzotriazol-1-ylphenylmethyl)-2-chloro-6-(trimethylsilyl)benzamideHCID 54455808—

Reaction Steps

A mixture of 2-chloro-6-trimethylsilylbenzamide (2.27 g, 10 mmol), which may be readily prepared by the reaction of the compound of Example b and ammonium hydroxide, benzaldehyde (1.1 g, 10 mmol), and benzotriazole (1.2 g, 10 mmol) was refluxed 5 days in toluene utilizing a Dean-Stark trap to remove water. The solvent was removed to yield an oil which crystallizes. Recrystallization from ethyl acetate yielded 0.5 g of the title compound. m.p. 184-186° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06028101
Source datasetuspto-grants-2000_02
ORD IDord-12820c457a864370a0e7b8e194d38e62
Source noteuspto-grants-2000_02