1-Nitroanthraquinone → 1-Aminoanthraquinone

HRID 647027Notes

Reaction equation

HRID 647027 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)=O.[Na+].[Na+].[N+]([O-])([O-])=O.[Na+].[SH-].[Na+]>O>[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

6

Reactant 4

HCID 67041-Nitroanthraquinone2×HCID 24268Sodium Nitrate2×HCID 24436Sodium Sulfate2×HCID 28015Sodium hydrosulfide

Product 1

HCID 67101-Aminoanthraquinone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A slurried mixture of a nitroanthraquinone and water having dissolved therein sodium sulfate and sodium nitrate (nitroanthraquinone concentration: 5.28%, sodium sulfate and sodium nitrate concentration: 4%, the remainder being water) and a 30.9% sodium hydrosulfide aqueous solution were supplied into a 1,500-volume-part stainless steel vessel under agitation at the rates of 383.3 part/hr, and 41.7 part/hr, respectively, and three hours after start of supply, withdrawal of the reaction mixture was started at a constant rate of 425 part/hr. The reaction temperature was maintained at 97°-98° C. during this operation. The effluent was cooled to 70°-80° C., filtered, washed and dried to obtain an aminoanthraquinone (dry cake). The aminoanthraquinone efflux rate from the 6th hour and afterward after start of withdrawal was 16.8 part/hr.

Workup

  1. dissolutiondissolved
  2. customthree hours
  3. temperatureThe reaction temperature was maintained at 97°-98° C. during this operation
  4. temperatureThe effluent was cooled to 70°-80° C.
  5. filtrationfiltered
  6. washwashed
  7. customdried

Sources & evidence

ORD record
ord-2ad02f6720b1441d8393632d6844c045
Source dataset
uspto-grants-1983_10
Patent number
US04407756

Reaction notes

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