Sulfuric Acid → N-ethyl-N-(beta-hydroxyethyl)-3-methyl-4-nitrosoaniline sulfate

Reaktionsgleichung

C(N(CC[OH:13])C1C=CC=C(C)C=1)C.[S:14]([OH:18])([OH:17])(=[O:16])=[O:15].[NH2:19][C:20]1[CH:31]=[CH:30][C:23]([N:24]([CH2:28][CH3:29])[CH2:25][CH2:26][OH:27])=[CH:22][C:21]=1[CH3:32].S(=O)(=O)(O)O>>[S:14]([OH:18])([OH:17])(=[O:16])=[O:15].[CH2:28]([N:24]([CH2:25][CH2:26][OH:27])[C:23]1[CH:30]=[CH:31][C:20]([N:19]=[O:13])=[C:21]([CH3:32])[CH:22]=1)[CH3:29]

Komponenten

Edukt 3

HCID 1118Sulfuric Acid

HCID 70672-(N-ethyl-m-toluidino)ethanol

HCID 91579Ethanol, 2-((4-amino-3-methylphenyl)ethylamino)-, sulfate (1:1)2×

Produkt 1

HCID 22071911N-ethyl-N-(beta-hydroxyethyl)-3-methyl-4-nitrosoaniline sulfate

Versuchsvorschrift

A process for producing 4-amino-3-methyl-N-ethyl-N-(β-hydroxyethyl)aniline sulfate which comprises nitrosating N-ethyl-N-(β-hydroxyethyl)-m-toluidine with an alkyl nitrite in an aqueous alcohol solution containing 30-90% by volume of the alcohol and about 0.5 to about 1 mole of sulfuric acid per mole of the N-ethyl-N-(β-hydroxyethyl)-m-toluidine to form N-ethyl-N-(β-hydroxyethyl)-3-methyl-4-nitrosoaniline sulfate, and catalytically hydrogenating the N-ethyl-N-(β-hydroxyethyl)-3-methyl-4-nitrosoaniline sulfate.