Water → Indapamide

HRID 1589422Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1589422
[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]

Komponenten

6

Edukt 2

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

Produkt 1

HCID 3702Indapamide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 3007855ZincchlorideKatalysatorHCID 21263579ZINC chloride hydrogen chlorideKatalysatorHCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-e8e0c6a26c7f43feac79a0a4b0e6e1cb
Quelldatensatz
uspto-grants-1986_02
Patentnummer
US04570001

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