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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1576843Generated: October 25, 2026

O-Xylene → 3,4-Dichloro-alpha-(2-imidazolin-2-ylaminomethyl)benzyl alcohol

https://huagongshe.com/reaction/1576843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
Reactantalpha-(Aminomethyl)-3,4-dichlorobenzenemethanolHCID 19349—
Reactant2-Nitroamino-2-imidazolineHCID 410042—
SolventAcetoneHCID 180—
Product3,4-Dichloro-alpha-(2-imidazolin-2-ylaminomethyl)benzyl alcoholHCID 54092127—

Reaction Conditions

Temperature160 °C

Reaction Steps

To a stirred solution of 8 parts of α-(aminomethyl)-3,4-dichlorobenzyl alcohol in 4.5 parts of xylene are added 5.2 parts of 2-(nitramino)-2-imidazoline. The whole is heated in an oil-bath at a temperature of about 160°C. till a clear melt is obtained (about 15 minutes). After cooling to about 60°C., the melt is dissolved in acetone and allowed to crystallize. The precipitated product is filtered off and recrystallized from 20 parts of 4-methyl-2-pentanone, yielding 3,4-dichloro-α-(2-imidazolin-2-ylaminomethyl)benzyl alcohol; m.p. 148°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03983133
Source datasetuspto-grants-1976_09
ORD IDord-1eff8b94acc348398a5c6955d0e624e0
Source noteuspto-grants-1976_09