Sulfuric Acid → Ethanol, 2-((4-amino-3-methylphenyl)ethylamino)-, sulfate (1:1)

HRID 436550

Reaction equation

HRID 436550 reaction equation
[NH:1]([C:5]1[CH:16]=[CH:15][C:8]([N:9]([CH2:12][CH2:13][OH:14])[CH2:10][CH3:11])=[CH:7][C:6]=1[CH3:17])C(C)=O.C(O)(C)C.[S:22](=[O:26])(=[O:25])([OH:24])[OH:23]>>[S:22]([OH:26])([OH:25])(=[O:24])=[O:23].[NH2:1][C:5]1[CH:16]=[CH:15][C:8]([N:9]([CH2:12][CH2:13][OH:14])[CH2:10][CH3:11])=[CH:7][C:6]=1[CH3:17]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 3776IsopropanolHCID 214528374-acetamino-3-methyl-N-(beta-hydroxyethyl)-N-ethylaniline

Product 1

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

Procedure

23.6g (0.1 mole) of 4-acetamino-3-methyl-N-(β-hydroxyethyl)-N-ethylaniline were dissolved in 30g of 50% sulfuric acid. The system was reacted for 5 hours at 80° to 100° C while stirring, and then put into 300 ml of isopropyl alcohol and stirred therein while cooling. Crystals separated out, which were then filtered and dried to obtain 22.2g of 4-amino-3-methyl-N-(β-hydroxyethyl)-N-ethylaniline sulfate.

Workup

  1. customThe system was reacted for 5 hours at 80° to 100° C
  2. stirringstirred
  3. temperaturewhile cooling
  4. customCrystals separated out
  5. filtrationwhich were then filtered
  6. customdried

Sources & evidence

ORD record
ord-26995c41f029417ca63be0d687a00f8c
Source dataset
uspto-grants-1977_02
Patent number
US04009205

Linked notes

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