1-Nitroanthraquinone → 1-Aminoanthraquinone

HRID 442388Notes

Reaction equation

HRID 442388 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+].[S-2].[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

4

Reactant 3

HCID 67041-NitroanthraquinoneHCID 14804Sodium SulfideHCID 24437Sodium Sulfite

Product 1

HCID 67101-Aminoanthraquinone

Conditions

Temperature
100 °C

Procedure

A mixture of a wet cake of crude 1-nitroanthraquinone (A) (solid content, 28.6 %) (35 parts) and a naphthalenesulfonic acid salt-formalin condensation product (1 part) is finely pulverized by the aid of a wet type pulverizer using stainless steel balls (3 mmφ). The resultant finely pulverized wet cake (36 parts) is charged into a reaction vessel, a 10.8 % aqueous solution of sodium sulfite (28 parts) is added thereto, and the mixture is stirred at 100° C. for 9 hours. After the mixture is cooled to 45° C., sodium sulfide flakes (purity, 60 %) (9.4 parts) are added, and the mixture is treated in the same manner as in Example 7 to obtain 1-aminoanthraquinone with high purity (6.3 parts). The composition is as shown in Table 1.

Workup

  1. additionThe resultant finely pulverized wet cake (36 parts) is charged into a reaction vessel
  2. temperatureAfter the mixture is cooled to 45° C.
  3. additionthe mixture is treated in the same manner as in Example 7

Sources & evidence

ORD record
ord-42a1886da5a2490d9a75ef5d8f83e94f
Source dataset
uspto-grants-1977_08
Patent number
US04045454

Reaction notes

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