Anthranilic Acid → 5-Sulfoanthranilic acid

HRID 235785Notes

Reaction equation

HRID 235785 reaction equation
[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[S:11](=O)(=[O:14])([OH:13])[OH:12].C(=O)([O-])[O-].[Na+:20].[Na+:21]>>[Na:20][Na:21].[NH2:4][C:3]1[CH:5]=[CH:6][C:7]([S:11]([OH:14])(=[O:13])=[O:12])=[CH:8][C:2]=1[C:1]([OH:10])=[O:9]

Participants

5

Reactant 3

HCID 227Anthranilic AcidHCID 1118Sulfuric AcidHCID 10340Sodium Carbonate

Product 2

HCID 191515-Sulfoanthranilic acidHCID 141233Disodium

Procedure

Anthranilic acid is heated with concentrated sulfuric acid to 180° C. for 1 hour, after which the acid is neutralized with sodium carbonate solution. Evaporation of the water yields the disodium salt of the title compound. Structural verification was obtained by carbon magnetic resonance, proton magnetic resonance and infra-red analysis.

Workup

  1. customEvaporation of the water

Sources & evidence

ORD record
ord-95897cff3bc3471fbd44c4e1fb106fac
Source dataset
uspto-grants-1987_02
Patent number
US04642240

Reaction notes

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