Sodium Hydroxide → 1-Aminoanthraquinone

HRID 1077333Notes

Reaction equation

HRID 1077333 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:5]=1[C:6](=[O:19])[C:7]1[CH2:8][CH2:9][CH2:10][CH2:11][C:12]=1[C:13]2=[O:18])([O-])=O.[OH-].[Na+]>C(O)C>[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 14798Sodium HydroxideHCID 21292556HCID 21292556, compound

Product 1

HCID 67101-Aminoanthraquinone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

100 parts by weight of 5-nitrotetrahydroanthraquinone is added to and suspended in 1500 parts by weight of ethanol, to which is added 38.5 parts by weight of a 40 wt% sodium hydroxide aqueous solution, followed by agitation at about 75°C for 3 hours. Then, the resultant solution is cooled down to about 10°C, followed by filtration, washing with water and dripping. The resulting wet cake is then introduced into 1500 parts by weight of water for suspension, into which is dropped 990 parts by weight of a 16 wt% sodium sulfide aqueous solution at 95°C over a period of about 30 min with agitation, followed by further agitation at 95°C for 1 hour. The resultant solution is subjected to filtration followed by cooling to crystalize 1-aminoanthraquinone, then the 1-aminoanthraquinone is separated by filtration, washed with water and dried at 85°-95°C. The purity of 1-aminoanthraquinone thus obtained is determined by a KBr method using an infrared absorption spectrum.

Workup

  1. filtrationfollowed by filtration
  2. washwashing with water
  3. additionThe resulting wet cake is then introduced into 1500 parts by weight of water for suspension, into which
  4. additionis dropped 990 parts by weight of a 16 wt% sodium sulfide aqueous solution at 95°C over a period of about 30 min with agitation
  5. waitfollowed by further agitation at 95°C for 1 hour
  6. filtrationThe resultant solution is subjected to filtration
  7. temperatureby cooling
  8. customto crystalize 1-aminoanthraquinone
  9. customthe 1-aminoanthraquinone is separated by filtration
  10. washwashed with water
  11. customdried at 85°-95°C

Sources & evidence

ORD record
ord-1c46da340fa84fa28300606dd18847a7
Source dataset
uspto-grants-1976_05
Patent number
US03959318

Reaction notes

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