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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1492165Generated: November 3, 2026

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

https://huagongshe.com/reaction/1492165

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. 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 numberUS05373019
Source datasetuspto-grants-1994_12
ORD IDord-6c89475eaf6c4b409c74676d55c0a454
Source noteuspto-grants-1994_12