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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2290603Generated: November 2, 2026

3-Chloro-2-methylaniline → Quinoline

https://huagongshe.com/reaction/2290603

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-2-methylanilineHCID 6894—
Reactant1-Penten-3-oneHCID 15394—
Reactant7-Chloro-3-ethyl-1,2,3,4-tetrahydro-8-methylquinolineHCID 20231581—
ReactantHCID 20231582HCID 20231582—
ProductQuinolineHCID 704760%

Reaction Steps

The procedure described in Example 1 was followed, except that 187 g/hour of ethylacrolein and 283 g/hour of 3-chloro-2-methylaniline were employed. Distillation gave 335 g of distillate at a boiling point of 125° C./2 mm Hg. This distillate contained 75% by weight of 3-ethyl-7-chloro-8-methylquinoline and 22% by weight of 3-ethyl-7-chloro-8-methyltetrahydroquinoline, corresponding to a quinoline yield of 60%, based on 3-chloro-2-methylaniline employed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04617395
Source datasetuspto-grants-1986_10
ORD IDord-8b63cdd7c5674eae8cf7d3b1873c5730
Source noteuspto-grants-1986_10