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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 729079Generated: October 31, 2026

O-Toluidine → HCID 44366622, compound

https://huagongshe.com/reaction/729079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-ToluidineHCID 7242—
Reactant4-Chloro-3-(2-chloroethyl)-2-methylquinolineHCID 820320—
SolventEthanolHCID 702—
ProductHCID 44366622HCID 4436662243.5%

Reaction Steps

2-Methyl-3-(2-chloroethyl)-4-chloroquinoline (45 g, 0.16 mol), 2-methylaniline (35 ml, 0.32 mol) and ethanol (300 ml) were heated to 150° C. in a pressure vessel for 17 hours, then concentrated in vacuo. The product crystallised as the hydrochloride salt. Conversion to free base and recrystallisation from ethyl acetate yielded 1-(2-methylphenyl)-4-methyl-2,3-dihydropyrrolo[3,2-c]quinoline (19.1 g, 43%), m.p. 148°-150°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05051508
Source datasetuspto-grants-1991_09
ORD IDord-22c83cafbf924138ae7553a64ae12124
Source noteuspto-grants-1991_09