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

HRID 918080Notes

Reaction equation

HRID 918080 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>C(#N)CC>[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 97%

Reagents, catalysts & solvents 1

HCID 7854PropionitrileSolvent

Procedure

A mixture of 298 g of 1,7-dinitro-anthraquinone (99%) and 3 liters of propionitrile is reacted with 510 g of ammonia (molar ratio 30 : 1, pressure 60 atmospheres) in an autoclave at 140°C for 4 hours. 260 g of a 97% 1-amino-7-nitro-anthraquinone (95% of the theoretical yield) are obtained after working-up as described in Example 12.

Sources & evidence

ORD record
ord-e8a6fc66a7d546bbbf0b0a119e318bb7
Source dataset
uspto-grants-1976_07
Patent number
US03969374

Reaction notes

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