Hydrochloric Acid → 2-Chloro-N-[3,5-dichloro-4-(6-chlorobenzothiazol-2-yloxy)-phenyl]-4-trifluoromethyl-benzenesulfonamide

HRID 1370496ノート

反応式

HRID 1370496 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([NH2:20])[CH:5]=[C:6]([Cl:19])[C:7]=1[O:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:12]=2[N:13]=1.Cl[C:22]1[CH:23]=[C:24]([S:32](Cl)(=[O:34])=[O:33])[CH:25]=[CH:26][C:27]=1[C:28]([F:31])([F:30])[F:29].O.[ClH:37]>N1C=CC=CC=1>[Cl:37][C:25]1[CH:26]=[C:27]([C:28]([F:31])([F:30])[F:29])[CH:22]=[CH:23][C:24]=1[S:32]([NH:20][C:4]1[CH:3]=[C:2]([Cl:1])[C:7]([O:8][C:9]2[S:10][C:11]3[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:12]=3[N:13]=2)=[C:6]([Cl:19])[CH:5]=1)(=[O:34])=[O:33]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 221487553-Chloro-4-(trifluoromethyl)benzene-1-sulfonyl chlorideHCID 221487763,5-Dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamine

生成物 1

HCID 103038742-Chloro-N-[3,5-dichloro-4-(6-chlorobenzothiazol-2-yloxy)-phenyl]-4-trifluoromethyl-benzenesulfonamide収率 65%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A solution of 3,5-dichloro-4-(6-chloro-benzothiazol-2-yloxy)-phenylamine (102) (2.0 g, 5.79 mmol) and 3-chloro-4-trifluoromethylbenzenesulfonylchloride (1.7 g, 6.08 mmol) in pyridine (10 mL) was stirred at room temperature. After 3 h water was added to the reaction mixture, which was then acidify by 2N HCl. Reaction mixture was extracted twice with AcOEt. Organic layer was washed by brine, dried over MgSO4 and concentrated. Crude residue was purified by column chromatography (H/A=4/1, 80 g of silica gel) to afford title compound 103 (2.11 g, 65%) as a white solid. mp 82-84°.

後処理

  1. customReaction mixture
  2. extractionwas extracted twice with AcOEt
  3. washOrganic layer was washed by brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customCrude residue was purified by column chromatography (H/A=4/1, 80 g of silica gel)

出典と根拠

ORDレコード
ord-11107c0d2d1740809da4e465a80f7a7c
出典データセット
uspto-grants-2003_06
特許番号
US06583157B2

反応ノート

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