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

HRID 425102ノート

反応式

HRID 425102 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8571394e9527468eb515e41bc4a2429f
出典データセット
uspto-grants-2012_01
特許番号
US08106099B2

反応ノート

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