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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433013Generated: October 28, 2026

Chlorosuccinimide → HCID 18760799, compound

https://huagongshe.com/reaction/433013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 54155113HCID 54155113—
CatalystTetrabutylammonium ChlorideHCID 70681—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventSodium bicarbonate potassium carbonateHCID 20138282—
ProductHCID 18760799HCID 18760799—

Reaction Steps

3-Methyl-3H-benzotriazole-5-carboxylic acid methyl ester was taken on separately to the corresponding aldehydes by reduction with lithium aluminum hydride (1 equivalent) in anhydrous dimethoxyethane. The resulting alcohols were oxidized using 2,2,6,6-tetramethyl-1-piperidinyloxy free radical (1 equivalent), tetrabutylammonium chloride (1 equivalent), and N-chlorosuccinimide (1.3 equivalent) in methylene chloride and pH 8.6 sodium bicarbonate/potassium carbonate buffer to give 3-methyl-3H-benzotriazole-5-carbaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06664395B2
Source datasetuspto-grants-2003_12
ORD IDord-9a516c6d8edd462ea0e47e3aafac5a7a
Source noteuspto-grants-2003_12