1-Nitroanthraquinone → 1-Aminoanthraquinone

HRID 647024Notes

Reaction equation

HRID 647024 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.[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

4

Reactant 2

HCID 67041-NitroanthraquinoneHCID 28015Sodium hydrosulfide

Product 1

HCID 67101-Aminoanthraquinone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A slurried mixture of a nitroanthraquinone and water and a 12.0% sodium hydrosulfide aqueous solution were poured simultaneously into a 1,500-volume-part glass-made flask under agitation while maintaining the internal temperature of the vessel at 94°-96° C. The feeding rates of said slurried mixture (nitroanthraquinone concentration in the slurry: 17.27%) and the 12.0% sodium hydrosulfide solution were maintained at 805 part/hr and 722 part/hr, respectively. One hour after start of pouring, draw-out of the reaction mixture from the bottom of the flask was started and the draw-out rate was kept constant at 1527 part/hr. The efflux rate of aminoanthraquinone (as dry cake portion) obtained by filtering and washing the effluent after reaching a steady state in the vessel was 117 part/hr.

Workup

  1. temperaturewhile maintaining the internal temperature of the vessel at 94°-96° C
  2. concentrationThe feeding rates of said slurried mixture (nitroanthraquinone concentration in the slurry
  3. temperature17.27%) and the 12.0% sodium hydrosulfide solution were maintained at 805 part/hr and 722 part/hr
  4. additionOne hour after start of pouring

Sources & evidence

ORD record
ord-dd5fc7288d344552949f7fb9786e32e2
Source dataset
uspto-grants-1983_10
Patent number
US04407756

Reaction notes

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