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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261823Generated: October 27, 2026

Sodium borohydride → N-(o-Chlorobenzyl)-2-methyl-3-chloroaniline

https://huagongshe.com/reaction/261823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantN-(o-Chlorobenzylidene)-2-methyl-3-chloroanilineHCID 13017551—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductN-(o-Chlorobenzyl)-2-methyl-3-chloroanilineHCID 21321344—

Reaction Steps

A suspension of N-(o-chlorobenzylidene)-2-methyl-3-chloroaniline (0.038 mole) is brought to reflux in 100 cc of absolute methanol. An equivalent of sodium borohydride (1.5 g.) is added in portions and refluxing is continued for 15 mins. The reaction mixture is cooled and diluted with an equal volume of cold water to precipitate a solid. This material is collected, washed with H2O and air dried. Recrystallization from ethanol gives N-(o-Chlorobenzyl)-2-methyl-3-chloroaniline. m.p. 63°-66° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04152452
Source datasetuspto-grants-1979_05
ORD IDord-7a8529161f27459898c0d6297c3f8657
Source noteuspto-grants-1979_05