Sulfuric Acid → 7-methoxy-6-nitro-1H-quinolin-2-one

반응식

S(=O)(=O)(O)O.C(O/[CH:9]=[CH:10]/[C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[C:16]([O:23][CH3:24])[CH:15]=1)=[O:12])C>>[CH3:24][O:23][C:16]1[CH:15]=[C:14]2[C:19]([CH:9]=[CH:10][C:11](=[O:12])[NH:13]2)=[CH:18][C:17]=1[N+:20]([O-:22])=[O:21]

참가 물질

반응물 2

HCID 1118Sulfuric Acid

HCID 66664739(E)-3-ethoxy-N-(3-methoxy-4-nitro-phenyl)-acrylamide

생성물 1

HCID 580563477-methoxy-6-nitro-1H-quinolin-2-one수율 76.3%

실험 절차

Concentrated sulfuric acid (1 mL) was added to (E)-3-ethoxy-N-(3-methoxy-4-nitro-phenyl)-acrylamide (225 mg) with cooling and the resulting mixture was stirred at room temperature for 1.5 hours. The reaction mixture was then poured into ice-water and stirred for 1 hour. The solid which crushed out was collected by filtration and dried under vacuum to give 142 mg of 7-methoxy-6-nitro-1H-quinolin-2-one as a brown solid. MS=221 [M+H]+.

후처리

temperaturewith cooling
stirringstirred for 1 hour
customThe solid which crushed out
filtrationwas collected by filtration
customdried under vacuum

출처 및 근거

ORD 기록: ord-761a7f31c2f54b2bbe79af486723292c
출처 데이터셋: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09255110B2

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