Ammonia → 1-Amino-6-nitroanthracene-9,10-dione

HRID 867123Notes

Reaction equation

HRID 867123 reaction equation
[N+:1]([C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][C:12]([N+:19]([O-:21])=[O:20])=[CH:13][CH:14]=3)[C:9](=[O:22])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.N>CCCCC>[NH2:1][C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][C:12]([N+:19]([O-:21])=[O:20])=[CH:13][CH:14]=3)[C:9](=[O:22])[C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 741461,6-Dinitroanthraquinone

Product 1

HCID 203175091-Amino-6-nitroanthracene-9,10-dioneYield 91.5%

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

310 g of 1,6-dinitroanthraquinone (96%) were reacted 0.5 hours with 340 g of ammonia (molar ratio 20:1; pressure 80 atms) in 1 liter of n-pentane in an autoclave at 150° C.; the reaction mixture obtained was freed from the solvent by distillation. Residue: 269 g of a 91.5% 1-amino-6-nitroanthraquinone (89% of the theoretical yield).

Workup

  1. customthe reaction mixture obtained
  2. distillationwas freed from the solvent by distillation

Sources & evidence

ORD record
ord-5606c31aadb54e47b3ef2ddf514ad31c
Source dataset
uspto-grants-1978_07
Patent number
US04102906

Reaction notes

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