Hydrochloric Acid → 8-nitro-2-(3-(trifluoromethyl)phenyl)quinolin-4(1H)-one

HRID 520460Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[NH:12][C:11]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=1)=[C:10](C(OCC)=O)[C:9]2=[O:29])([O-:3])=[O:2].Cl>O1CCOCC1>[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[NH:12][C:11]([C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:21])[F:22])[CH:15]=1)=[CH:10][C:9]2=[O:29])([O-:3])=[O:2]

Participants

Conditions

Temperature: 190 °C

Procedure

A microwave vial was charged with of 8-nitro-4-oxo-2-(3-(trifluoromethyl)phenyl)-1,4-dihydroquinoline-3-carboxylate 36 (1.0 g, 2.46 mmol), dioxane (8 mL) and 1N HCl (4 mL). The reaction mixture was heated at 190° C. in the microwave for 50 min. The volatiles were evaporated and the residue dried under vacuum to give 37 (707 mg, 86% yield).

Workup

customThe volatiles were evaporated
customthe residue dried under vacuum

Sources & evidence

ORD record: ord-811edc9f185f4f15bfb06c914ca0523f
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09326986B2

Reaction notes

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