8-Quinolinesulfonyl chloride → 5-Fluoro-2-[(quinoline-8-sulfonyl)amino]benzoic acid

HRID 425102노트

반응식

HRID 425102 반응식
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].C(=O)([O-])O.[Na+].[N:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][C:25]=2[S:27](Cl)(=[O:29])=[O:28])[CH:20]=[CH:19][CH:18]=1>O.C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:11][S:27]([C:25]2[CH:24]=[CH:23][CH:22]=[C:21]3[C:26]=2[N:17]=[CH:18][CH:19]=[CH:20]3)(=[O:28])=[O:29])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

참가 물질

6

반응물 3

HCID 292208-Quinolinesulfonyl chlorideHCID 1014122-Amino-5-fluorobenzoic acidHCID 516892Sodium Bicarbonate

생성물 1

HCID 223986725-Fluoro-2-[(quinoline-8-sulfonyl)amino]benzoic acid수율 88%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

A reaction mixture of 10.0 g (64 mmol) of 5-fluoro-2-aminobenzoic acid, 16.3 g (193 mmol) of sodium hydrogencarbonate and 16.3 g of 8-quinoline-sulfonyl chloride in 325 ml of water and 325 ml of ethyl acetate was stirred overnight at RT. The aqueous phase was separated off and extracted once with 50 ml of ethyl acetate. The aqueous phase was then rendered acidic using conc. hydrochloric acid and stirred for 2 h. The precipitate deposited was filtered off with suction, dried in vacuo and 19.5 g of 5-fluoro-2-(quinoline-8-sulfonylamino)benzoic acid were obtained.

후처리

  1. customThe aqueous phase was separated off
  2. extractionextracted once with 50 ml of ethyl acetate
  3. stirringstirred for 2 h
  4. filtrationThe precipitate deposited was filtered off with suction
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-8571394e9527468eb515e41bc4a2429f
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106099B2

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