Fuming sulfuric acid → HCID 10355651, compound

HRID 326398Notes

Reaction equation

HRID 326398 reaction equation
[S:1]([C:5]1[C:14]2[C:9](=[CH:10][C:11]([C:15]([OH:17])=[O:16])=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1N)([OH:4])(=[O:3])=[O:2].C1C(C(O)=O)=CC2C=CC([OH:27])=CC=2C=1.S(=O)(=O)(O)O.S(=O)(=O)=O.S(=O)(=O)=O>>[S:1]([C:5]1[C:14]2[C:9](=[CH:10][C:11]([C:15]([OH:17])=[O:16])=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[OH:27])([OH:4])(=[O:3])=[O:2]

Participants

5

Reactant 4

HCID 24681Fuming sulfuric acidHCID 24682Sulfur trioxideHCID 855576-Hydroxy-2-naphthoic acidHCID 15095377HCID 15095377, compound

Product 1

HCID 10355651HCID 10355651, compound

Procedure

1-Sulfo-6-carboxy-2-aminonaphthalene, which is used as the starting compound, was hitherto unknown. However, it can be prepared according to the invention by sulfonating 2-naphthol-6-carboxylic acid in a sulfuric acid/sulfur trioxide mixture (oleum) which has a sulfur trioxide content of from 0 to 65% by weight, at a temperature of between -5° C. and +40° C., preferably at 0° to 10° C., to first give 1-sulfo-6-carboxy-2-naphthol, then isolating this compound and subsequently reacting it with ammonium hydrogen sulfite in an aqueous, alkaline medium in an autoclave at a temperature of between 100° and 200° C., preferably between 140° and 160° C.

Workup

  1. customHowever, it can be prepared

Sources & evidence

ORD record
ord-5e4cb8918c8a4962b8e52b7143f30574
Source dataset
uspto-grants-1993_12
Patent number
US05268458

Reaction notes

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