Water → 1-Aminoanthraquinone

HRID 1658853Notes

Reaction equation

HRID 1658853 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:5]=1[C:6](=[O:19])[CH:7]1[CH:12]([C:13]2=[O:18])[CH2:11][CH:10]=[CH:9][CH2:8]1)([O-])=O.O>COCCO>[NH2:1][C:4]1[C:5]2[C:6](=[O:19])[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:13](=[O:18])[C:14]=2[CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 962WaterHCID 108689405-Nitro-1,4,4a,9a-tetrahydroanthraquinone

Product 1

HCID 67101-Aminoanthraquinone

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Conditions

Temperature
40 °C

Procedure

Mixtures of each 5.0 parts of 5-nitro-1,4,4a,9a-tetrahydroanthraquinone with 30 parts of water, 70 parts of methylcellosolve and reducing agents and basic compounds, of kinds and in amounts as indicated in the following Table 4, were stirred at 90°-100°C for times, as indicated in the Table 4, then cooled to 40°C and filtered to recover crystals. The crystals were washed with water and dried under reduced pressure. In all of these Examples, the products were confirmed by infrared absorption spectrum to be 1-aminoanthraquinone. The yields of 1-aminoanthraquinone obtained in the form of crystals were as shown in the Table 4.

Workup

  1. filtrationfiltered
  2. customto recover crystals
  3. washThe crystals were washed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-6085c131e6d5496cb23a1eef60166fb1
Source dataset
uspto-grants-1976_06
Patent number
US03966775

Reaction notes

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