Lithium Hydroxide → HCID 21506062, compound

HRID 918655Notes

Reaction equation

HRID 918655 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([S:20](=[O:23])(=[O:22])[NH2:21])[C:12]=1[O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:7]([OH:9])=[O:8])([O-:3])=[O:2].[OH-].[Li+].[C:26](OC(=O)C)(=[O:28])[CH3:27]>O>[C:26]([NH:21][S:20]([C:11]1[C:12]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8])(=[O:23])=[O:22])(=[O:28])[CH3:27]

Participants

5

Reactant 3

HCID 3939Lithium Hydroxide2×HCID 7918Acetic AnhydrideHCID 1199263-(Aminosulfonyl)-5-nitro-4-phenoxybenzoic acid

Product 1

HCID 21506062HCID 21506062, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-Nitro-4-phenoxy-5-sulphamyl-benzoic acid (10 g) was dissolved in water (250 ml) by adjusting the pH to 8 by addition of 1N lithium hydroxide. Then acetic anhydride (12 g) was added dropwise, while stirring and keeping the pH constant at pH 9 by means of 1N lithium hydroxide, using an automatic titrator. After the acetic anhydride was consumed, the reaction mixture was acidified by addition of 4N hydrochloric acid. The precipitated 5-acetylsulphamyl-3-nitro-4-phenoxy-benzoic acid was isolated by filtration and recrystallized from aqueous ethanol. The compound was obtained with a melting point of 270°-271°C.

Workup

  1. customAfter the acetic anhydride was consumed
  2. additionthe reaction mixture was acidified by addition of 4N hydrochloric acid

Sources & evidence

ORD record
ord-7e20096fb2414a62996f472cf9a888d9
Source dataset
uspto-grants-1976_07
Patent number
US03971819

Reaction notes

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