Ammonia → 1-Amino-7-nitroanthracene-9,10-dione

HRID 867124Notes

Reaction equation

HRID 867124 reaction equation
[N+:1]([C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([N+:19]([O-:21])=[O:20])[CH:14]=3)[C:9](=[O:22])[C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-])=O.N>O>[NH2:1][C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([N+:19]([O-:21])=[O:20])[CH:14]=3)[C:9](=[O:22])[C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 741471,7-Dinitroanthraquinone

Product 1

HCID 203175081-Amino-7-nitroanthracene-9,10-dioneYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A suspension of 317 g of 1,7-dinitroanthraquinone (94%) in 2 liters of water was stirred with 340 g of ammonia (molar ratio 20 : 1; pressure 40 atms) in an autoclave for a period of 2 hours at a temperature of 180° C. After venting, the reaction mixture was filtered under suction at room temperature. The mother liquor was recycled, whilst the residue was dried. Yield: 274 g of a 90% 1-amino-7-nitroanthraquinone (92% of the theoretical yield).

Workup

  1. filtrationthe reaction mixture was filtered under suction at room temperature
  2. customwas dried

Sources & evidence

ORD record
ord-e0e6d3cb79f047d39d99686c7f479b44
Source dataset
uspto-grants-1978_07
Patent number
US04102906

Reaction notes

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