Sulfur → 1-Aminoanthraquinone

HRID 1658855Notes

Reaction equation

HRID 1658855 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.[S].[OH-].[Ca+2].[OH-]>O>[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

5

Reactant 3

HCID 5362487SulfurHCID 6093208Calcium HydroxideHCID 108689405-Nitro-1,4,4a,9a-tetrahydroanthraquinone

Product 1

HCID 67101-Aminoanthraquinone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of 5.0 parts of 5-nitro-1,4,4a,9a-tetrahydroanthraquinone with 100 parts of water, 2 parts of sulfur and 2 parts of calcium hydroxide was stirred at 95°C for 3 hours and then cooled to 25°C. Crystals precipitated were recovered by filteration, washed with water, then washed with a dilute hydrochloric acid to dissolving away calcium hydroxide and dried under reduced pressure to obtain 3.7 parts of crystalline 1-aminoanthraquinone.

Workup

  1. temperaturecooled to 25°C
  2. customCrystals precipitated
  3. customwere recovered by filteration
  4. washwashed with water
  5. washwashed with a dilute hydrochloric acid
  6. dissolutionto dissolving away calcium hydroxide
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-b131c0fd74ba4ac6abb0c308b34a7faf
Source dataset
uspto-grants-1976_06
Patent number
US03966775

Reaction notes

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