4-Nitrobenzenesulfonyl chloride → (4-Fluorophenyl)-[4-(4-nitrophenyl)sulfonylpiperazin-1-yl]methanone

HRID 1788699노트

반응식

HRID 1788699 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.[F:15][C:16]1[CH:29]=[CH:28][C:19]([C:20]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[O:21])=[CH:18][CH:17]=1.[H][H]>C(O)C>[F:15][C:16]1[CH:29]=[CH:28][C:19]([C:20]([N:22]2[CH2:27][CH2:26][N:25]([S:10]([C:7]3[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)(=[O:12])=[O:11])[CH2:24][CH2:23]2)=[O:21])=[CH:18][CH:17]=1.[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:25]2[CH2:24][CH2:23][N:22]([C:20](=[O:21])[C:19]3[CH:18]=[CH:17][C:16]([F:15])=[CH:29][CH:28]=3)[CH2:27][CH2:26]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1

참가 물질

6

반응물 3

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 20149590(4-Fluorophenyl)(piperazin-1-yl)methanone hydrochlorideHCID 178418361HCID 178418361, 화합물

생성물 2

HCID 1151463(4-Fluorophenyl)-[4-(4-nitrophenyl)sulfonylpiperazin-1-yl]methanoneHCID 201903941-(4-Aminobenzenesulphonyl)-4-(4-fluorobenzoyl)piperazine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-(4-fluorobenzoyl)-4-(4-nitrobenzenesulphonyl)piperazine is prepared in a similar manner to Examples 1 and 2 by reacting equimolar quantities of 4-nitrobenzenesulphonyl chloride with 1-(4-fluorobenzoyl)piperazine hydrochloride. The reaction product is hydrogenated in ethanol at room temperature at atmospheric pressure with a 5% paladium on charcoal catalyst until hydrogen uptake ceases to yield 1-(4-aminobenzenesulphonyl)-4-(4-fluorobenzoyl)piperazine. Equimolar quantities of this compound and 4-chloro-7-trifluoroquinoline are reacted in 50% aqueous ethanol under reflux to yield the title compound.

출처 및 근거

ORD 기록
ord-dcd3725c96a04a9593a84eede8dd596e
출처 데이터셋
uspto-grants-1987_08
특허 번호
US04684657

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