1-Nitroanthraquinone → 1-Aminoanthraquinone

HRID 442389Notes

Reaction equation

HRID 442389 reaction equation
[N+:1]([C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:19])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.S([O-])([O-])=O.[Na+].[Na+]>>[NH2:1][C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:19])[C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 67041-NitroanthraquinoneHCID 24437Sodium Sulfite

Product 1

HCID 67101-Aminoanthraquinone

Procedure

Crude 1-nitroanthraquinone (A) (10 parts) is treated with sodium sulfite in the same manner as in Example 2. The resultant suspension is subjected to centrifugation, and the supernatant is removed off by decantation. The residual wet cake comprising fine particles of 1-nitroanthraquinone with high purity is charged into an autoclave together with water (21 parts) and kept at 125° C. for 14 hours while introducing gaseous ammonia (7 parts) therein. When the completion of the amination is confirmed, ammonia is recovered, and the reaction mixture is cooled and filtered. The collected product is washed and dried to obtain 1-aminoanthraquinone with high purity (6.2 parts). The composition and the yield are as shown in Table 1.

Workup

  1. customthe supernatant is removed off by decantation
  2. additionis charged into an autoclave together with water (21 parts)
  3. additionwhile introducing gaseous ammonia (7 parts)
  4. customammonia is recovered
  5. temperaturethe reaction mixture is cooled
  6. filtrationfiltered
  7. washThe collected product is washed
  8. customdried

Sources & evidence

ORD record
ord-b415eb63281546238427b5544857ef10
Source dataset
uspto-grants-1977_08
Patent number
US04045454

Reaction notes

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