Formic Acid → 1H-Imidazo[4,5-c]quinoline, 1-methyl-

반응식

[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH3:13])=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH:14](O)=O>>[CH3:13][N:12]1[C:11]2[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:4]=[CH:3][C:2]=2[N:1]=[CH:14]1

참가 물질

반응물 2

HCID 284Formic Acid

HCID 139583463-Amino-4-(methylamino)quinoline

생성물 1

HCID 139583741H-Imidazo[4,5-c]quinoline, 1-methyl-수율 77%

실험 절차

A solution of 2.92 g of 3-amino-4-methylaminoquinoline (V-2) in 20 ml of formic acid was refluxed for 1.5 hours. The reaction mixture was concentrated under reduced pressure and the residue was partitioned between chloroform and saturated aqueous sodium hydrogen-carbonate. The organic layer was washed with brine and dried. The chloroform was removed and the residue was crystallized from n-hexane to give 2.39 g (yield: 77%) of the titled compound (II-2). This was recrystallized from ethyl acetate to give colorless crystals melting at 146°~148° C.

후처리

concentrationThe reaction mixture was concentrated under reduced pressure
customthe residue was partitioned between chloroform and saturated aqueous sodium hydrogen-carbonate
washThe organic layer was washed with brine
customdried
customThe chloroform was removed
customthe residue was crystallized from n-hexane

출처 및 근거

ORD 기록: ord-17d6d76daa534459b5fbbf69d3be4f9a
출처 데이터셋: uspto-grants-1990_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04940714

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