Pyridine → HCID 178527462、化合物

HRID 25357

反応式

HRID 25357 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([S:9](Cl)(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8].[NH2:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][N:18]=[C:17]2[Cl:23].N1C=CC=CC=1>O>[Cl:23][C:17]1[C:16]2[C:20](=[CH:21][CH:22]=[C:14]([NH:13][S:9]([C:4]3[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=3)(=[O:11])=[O:10])[CH:15]=2)[NH:19][N:18]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 7383Benzenesulfonyl chloride, 3,4-dichloro-HCID 178507360HCID 178507360、化合物

生成物 1

HCID 178527462HCID 178527462、化合物収率 4.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

N-(3-Chloro-1H-indazol-5-yl)-3,4-dichlorobenzenesulfonamide can be obtained in the following way: a solution of 1.1 g of 3,4-dichlorobenzenesulfonyl chloride is added dropwise to a solution, cooled to 0° C. of 0.75 g of 5-amino-3-chloro-1H-indazole and of 14 ml of pyridine. After reacting for 10 minutes at a temperature in the region of 0° C. and 2 hours 30 minutes at a temperature in the region of 20° C., 50 ml of distilled water are added to the reaction medium. The medium is extracted with 50 ml and 25 ml of ethyl acetate. The organic phase is subsequently dried over magnesium sulfate, filtered and concentrated by evaporation under reduced pressure. The residue thus obtained is purified by chromatography on a silica column with a dichloromethane/methanol (99/1 by volume) mixture as eluent. The yellow oil thus obtained is again purified by chromatography on a silica column with dichloromethane as eluent. 0.08 g of N-(3-chloro-1H-indazol-5-yl)-3,4-dichlorobenzenesulfonamide is thus obtained in the form of a thick white oil (analysis C13H8Cl3N3O2S % calculated C, 41.46; H, 2.14; Cl, 28.24; N, 11.16; O, 8.50; S, 8.51. % found C, 41.43; H, 2.58; N, 10.81; S, 7.84).

後処理

  1. additionare added to the reaction medium
  2. extractionThe medium is extracted with 50 ml and 25 ml of ethyl acetate
  3. dry with materialThe organic phase is subsequently dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated by evaporation under reduced pressure
  6. customThe residue thus obtained
  7. customis purified by chromatography on a silica column with a dichloromethane/methanol (99/1 by volume) mixture as eluent
  8. customThe yellow oil thus obtained
  9. customis again purified by chromatography on a silica column with dichloromethane as eluent

出典と根拠

ORDレコード
ord-0fe627a385a4444ba2b543108aace608
出典データセット
uspto-grants-2005_02
特許番号
US06858638B2

関連ノート

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