Water → Indapamide

HRID 1589420Notes

Reaction equation

HRID 1589420 reaction equation
[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].P(=O)(O)(O)O.[OH2:30]>>[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:30])=[CH:8][C:9]=1[S:14](=[O:16])(=[O:17])[NH2:15]

Participants

4

Reactant 3

HCID 962WaterHCID 1004Phosphoric AcidHCID 155715021-Allyl-1-phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine

Product 1

HCID 3702Indapamide

Procedure

A mixture of 1-allyl-1-phenyl-2-(3-sulfamoyl-4-chlorobenzoyl)-hydrazine (36.6g, 0.1 mole) and orthophosphoric acid, 85% (100 ml) was stirred at 60° for a period of 4 hours. Dilution with water gave crude 1-(4-chloro-3-sulfamoylbenzamido)-2-methylindoline which was purified by recrystallization from isopropanol-n-hexane (60:40).

Sources & evidence

ORD record
ord-ec1c73e105054305b6fcb2bb7850f3bb
Source dataset
uspto-grants-1986_02
Patent number
US04570001

Reaction notes

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