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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 970536Generated: October 26, 2026

Ammonium Acetate → 4-Chloro-6-methyl-2-oxo-1,2-dihydro-quinoline-3-carbonitrile

https://huagongshe.com/reaction/970536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium AcetateHCID 517165—
Reactant2,4-Dichloro-6-methylquinoline-3-carbonitrileHCID 21081929—
SolventAcetic AcidHCID 176—
Product4-Chloro-6-methyl-2-oxo-1,2-dihydro-quinoline-3-carbonitrileHCID 2108196369%

Reaction Conditions

Temperature140 °C

Reaction Steps

Ammonium acetate was added to a suspension of Compound 105 (7.1 g, 29.95 mmol) in glacial acetic acid and heated at 140° C. for 4 h. The solution was cooled and poured into ice water. The solids formed were filtered, washed by water, and dried under vacuum to yield 4.5 g (69%) of white solids. M.P. 264° C. 1H NMR (DMSO-d6): δ 2.32 (s, 3H), 7.34 (d, J=8.4 Hz, 1H), 7.63 (dd, J=1.5, 8.4 Hz, 1H), 7.75 (s, 1H). EIMS m/z 219 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312220B2
Source datasetuspto-grants-2007_12
ORD IDord-244910db77d7466e9a6445bf2b501cd8
Source noteuspto-grants-2007_12