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Ammonia → 2-Amino-1-naphthalenesulfonic acid

HRID 1980465
Notes
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Reaction equation

HRID 1980465 reaction equation
[CH:1]1[CH:6]=[C:5]2[CH:7]=[CH:8][C:9](O)=[C:10]([S:11]([OH:14])(=[O:13])=[O:12])[C:4]2=[CH:3][CH:2]=1.[NH3:16]>>[NH2:16][C:9]1[CH:8]=[CH:7][C:5]2[C:4](=[CH:3][CH:2]=[CH:1][CH:6]=2)[C:10]=1[S:11]([OH:14])(=[O:13])=[O:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 222AmmoniaHCID 112781-Naphthalenesulfonic acid, 2-hydroxy-

Product 1

HCID 66702-Amino-1-naphthalenesulfonic acid

Procedure

treating the resultant aqueous solution of the ammonium salt of oxy-Tobias acid, without increasing the concentration beforehand, with NH3 and concentrated (NH4)2SO3 or (NH4)HSO3 solution in the temperature range from 120° to 150° C. and at a pressure of 10 to 20 bar for 4 to 12 hours until the pH value is 9 to 12, to give the ammonium salt of 2-amino-1-naphthalenesulfonic acid (Tobias acid), and, after stripping off NH3 and removal of 2-naphthylamine by extraction with an aromatic hydrocarbon,

Workup

  1. temperaturewithout increasing the concentration beforehand

Sources & evidence

ORD record
ord-494ce670d2294346bc357b4c55c7c0b5
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
Source dataset
uspto-grants-1985_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04510100

Reaction notes

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