Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1702497Generated: October 25, 2026

Benzenamine, 4-methyl-, hydrochloride (1:1) → 1,2-Ethanediamine, N-(4-methylphenyl)-

https://huagongshe.com/reaction/1702497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine, 4-methyl-, hydrochloride (1:1)HCID 10891—
Reactant2-OxazolidinoneHCID 73949—
SolventDiethylene Glycol Monomethyl EtherHCID 8134—
Product1,2-Ethanediamine, N-(4-methylphenyl)-HCID 1444114176%

Reaction Conditions

Temperature170 °C

Reaction Steps

A mixture of 4-methylaniline hydrochloride (15.0 g, 0.10 mole), 2-oxazolidinone (8.7 g, 0.10 mole) and 40 ml of 2-(2-methoxyethoxy)ethanol was heated in an oil bath to 170° C. for four hours. On cooling to room temperature, a solid formed. Workup as described in Examples 1 and 8, followed by distillation at 110° C. to 120° C. (1.5 mm Hg) gave a 76 percent yield of the material as a clear liquid which slowly solidified on standing at ambient temperatures to a low-melting solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04381401
Source datasetuspto-grants-1983_04
ORD IDord-dba9b8a3b28347a091c579c35f9d76c2
Source noteuspto-grants-1983_04