Phenethylamine → 1-beta-Phenylethylamino-6-nitroanthraquinone

HRID 1974167Notes

Reaction equation

HRID 1974167 reaction equation
[N+:1]([C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][C:12]([N+:19]([O-:21])=[O:20])=[CH:13][CH:14]=3)[C:9](=[O:22])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.[C:23]1([CH2:29][CH2:30]N)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>COCCO>[C:23]1([CH2:29][CH2:30][NH:1][C:4]2[C:17]3[C:16](=[O:18])[C:15]4[C:10](=[CH:11][C:12]([N+:19]([O-:21])=[O:20])=[CH:13][CH:14]=4)[C:9](=[O:22])[C:8]=3[CH:7]=[CH:6][CH:5]=2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 741461,6-Dinitroanthraquinone

Product 1

HCID 539171381-beta-Phenylethylamino-6-nitroanthraquinone

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

15 g of 1,6-dinitroanthraquinone and 45 ml of β-phenylethylamine are stirred at 50° - 55° C (approx. 3 hours being required) until no further starting material is detectable. The mixture is diluted with 45 ml of ethylene glycol monomethyl ether whilst warm and the reaction product which separates out is filtered off at 50° C and rinsed with a little ethylene glycol monomethyl ether and water. 13.6 g of pure 1-β-phenylethylamino-6-nitroanthraquinone are obtained.

Workup

  1. temperaturewhilst warm
  2. filtrationthe reaction product which separates out is filtered off at 50° C
  3. washrinsed with a little ethylene glycol monomethyl ether and water

Sources & evidence

ORD record
ord-bc2a8e225e914c9a8efa323f14c7b4ef
Source dataset
uspto-grants-1976_12
Patent number
US04000167

Reaction notes

Loading…