Potassium Hydroxide → HCID 54191869, compound

HRID 1580834Notes

Reaction equation

HRID 1580834 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:20]([S:21](=[O:34])(=[O:33])[NH:22][C:23]3[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:32])[CH3:31])=[CH:25][CH:24]=3)=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]=2[NH2:35])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[OH-].[K+].Br[CH2:39][CH:40]=[CH:41][CH3:42]>O>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[C:20]([S:21](=[O:33])(=[O:34])[NH:22][C:23]3[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:32])[CH3:31])=[CH:25][CH:24]=3)=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][C:13]=2[NH:35][CH2:39][CH:40]=[CH:41][CH3:42])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 14797Potassium Hydroxide2×HCID 1224142-Butene, 1-bromo-HCID 21563906HCID 21563906, compound

Product 1

HCID 54191869HCID 54191869, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The starting material is prepared as follows: To the solution of 2.5 g of 4-(4-acetamidophenylamino)-3-amino-5-(4-acetamidophenylsulfamoyl)-benzoic acid in 60 ml of water and 5 ml of N potassium hydroxide, 0.7 g of 1-bromo-2-butene are added dropwise while stirring. The pH of the mixture is kept at 7.4 by subsequent addition of 4 N aqueous potassium hydroxide. After about 15 minutes the mixture is filtered, the filtrate acidified with glacial acetic acid to pH = 4, the precipitate formed filtered off and recrystallized from 50% aqueous ethanol, to yield the 4-(4-acetamidophenylamino)-3-but-2-enylamino-5-(4-acetamidophenylsulfamoyl)-benzoic acid melting at 265° with decomposition.

Workup

  1. customThe starting material is prepared
  2. filtrationAfter about 15 minutes the mixture is filtered
  3. customthe precipitate formed
  4. filtrationfiltered off
  5. customrecrystallized from 50% aqueous ethanol

Sources & evidence

ORD record
ord-c5fa2abeb5bc4dc18bee938970dfe19d
Source dataset
uspto-grants-1976_01
Patent number
US03933906

Reaction notes

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