Hydrochloric Acid → Benzenesulfonic acid, 2-amino-5-nitro-
Reaction equation
[N:1]([O-])=O.[Na+].CS(NC1C=CC(N)=CC=1)(=O)=O.Cl.O[C:19]1[C:24](N)=[CH:23][C:22]([N+:26]([O-:28])=[O:27])=[CH:21][C:20]=1[S:29]([OH:32])(=[O:31])=[O:30].C1(C=CC=C(O)C=1)O.C(=O)([O-])[O-].[Na+].[Na+]>O>[NH2:1][C:19]1[CH:24]=[CH:23][C:22]([N+:26]([O-:28])=[O:27])=[CH:21][C:20]=1[S:29]([OH:32])(=[O:31])=[O:30]Participants
Reactant 6
Product 1
Reagents, catalysts & solvents 1
Procedure
An aqueous solution of 7 parts of sodium nitrite is added to 18.6 parts of 4-methylsulfonylaminoaniline in 50 parts by volume of 5N hydrochloric acid at 0°-5° C. The diazo solution is then poured into a stirred suspension, in 1,000 parts of water, of the coupling product obtained by diazotizing 23.4 parts of 2-hydroxy-3-amino-5-nitrobenzenesulfonic acid in a conventional manner and coupling the product to 11 parts of resorcinol in a medium rendered alkaline with sodium carbonate. After the addition, the pH is increased to 9, and the mixture is stirred until coupling is complete. A diazo solution obtained from 21.8 parts of 2-amino-5-nitrobenzenesulfonic acid in a conventional manner is then allowed to run into the mixture at pH 9-9.5, and stirring is continued until the coupling is complete. The resulting dye is complexed with 34 parts of iron(III) chloride in a conventional manner, and the iron complex of the compound of the formula ##STR204## is isolated; this product gives lightfast and wetfast dark brown dyeings on leather.
Workup
- customobtained
- additionAfter the addition
- temperaturethe pH is increased to 9
Sources & evidence
- ORD record
- ord-3ec625ef0b844e738817af8362c6a5bf
- Source dataset
- uspto-grants-1985_01
- Patent number
- US04491543
Reaction notes
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