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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703925Generated: November 3, 2026

Ammonia → 7-Amino-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one

https://huagongshe.com/reaction/703925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantHydrochloric AcidHCID 313—
ReactantN-(4,4-dimethyl-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)acetamideHCID 14476477—
SolventEthanolHCID 702—
Product7-Amino-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-oneHCID 14476478—

Reaction Steps

A suspension of 23.2 g. (0.1 mole) 7-acetamido-1,2,3,4-tetrahydro-4,4-dimethylquinolin-2-one, 200 ml. ethanol and 20 ml. concentrated hydrochloric acid is boiled under reflux until dissolving is complete. The pH value is then adjusted with ammonia to 8, the reaction mixture is extracted three times with dichloromethane and the organic phase is dried over anhydrous sodium sulphate and freed from solvent. Yield 13.1 g. (69% of theory); m.p. 161°-163° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04985448
Source datasetuspto-grants-1991_01
ORD IDord-6a0695c6cac449ae9e80780588ce1b26
Source noteuspto-grants-1991_01