Water → Indapamide

HRID 1589422ノート

反応式

HRID 1589422 の反応式
[CH2:1]([N:4]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[NH:5][C:6](=O)[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([S:14](=[O:17])(=[O:16])[NH2:15])[CH:8]=1)[CH:2]=[CH2:3].[OH2:25]>Cl.Cl.[Cl-].[Cl-].[Zn+2].[Cl-].[Zn+2].[Cl-]>[Cl:13][C:10]1[CH:11]=[CH:12][C:7]([C:6]([NH:5][N:4]2[C:1]3[C:21](=[CH:22][CH:23]=[CH:3][CH:2]=3)[CH2:20][CH:19]2[CH3:24])=[O:25])=[CH:8][C:9]=1[S:14](=[O:16])(=[O:17])[NH2:15]

参加物

6

反応物 2

HCID 962WaterHCID 155715021-Allyl-1-phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine

生成物 1

HCID 3702Indapamide

試薬・触媒・溶媒 3

HCID 3007855Zincchloride触媒HCID 21263579ZINC chloride hydrogen chloride触媒HCID 313Hydrochloric Acid溶媒

実験手順

In a 50 ml round bottom was placed 8 grams of Lucas reagent. The reagent is prepared by dissolving 16 grams of anhydrous zinc chloride in 10 ml of concentrated hydrochloric acid. To this reagent was added 100 mg (0.27 mmols) of 1-allyl-1-phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine with stirring under nitrogen for a short time to dissolve the solid. The reaction cyclized at 60° C. over 6 hours. The reactant was worked up by pouring the cooled reaction mixture into water and extracting the product into ethyl acetate. The ethyl acetate phase was cross washed several times with water and sodium bicarbonate solution. The ethyl acetate solution is dried with magnesium sulfate, clarified and evaporated to dryness yielding 84 mg of crude 1-(4-chloro-3-sulfamoylbenzamido)-2-methylindoline.

後処理

  1. customThe reagent is prepared
  2. dissolutionto dissolve the solid
  3. additionby pouring
  4. extractionextracting the product into ethyl acetate
  5. dry with materialThe ethyl acetate solution is dried with magnesium sulfate
  6. customevaporated to dryness

出典と根拠

ORDレコード
ord-e8e0c6a26c7f43feac79a0a4b0e6e1cb
出典データセット
uspto-grants-1986_02
特許番号
US04570001

反応ノート

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