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

HRID 867122

Reaction equation

HRID 867122 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.COCCOC.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

5

Reactant 3

HCID 222AmmoniaHCID 80711,2-DimethoxyethaneHCID 741471,7-Dinitroanthraquinone

Product 1

HCID 203175081-Amino-7-nitroanthracene-9,10-dioneYield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 301 g of 1,7-dinitroanthraquinone (99%) and 1 liter of ethyleneglycol dimethylether was reacted with 510 g of ammonia in an autoclave over a period of 4 hours at a temperature of 130° C. (molar ratio 30 : 1; pressure 60 atms). After cooling, the reaction mixture was poured into 5 litres of water and the deposit which precipitated was filtered off under suction, washed with water and dried. Yield: 264 g of a 93% 1-amino-7-nitroanthraquinone (91% of the theoretical yield).

Workup

  1. temperatureAfter cooling
  2. customthe deposit which precipitated
  3. filtrationwas filtered off under suction
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-a2d50e965570442eac8cb73c02f6d6f4
Source dataset
uspto-grants-1978_07
Patent number
US04102906

Linked notes

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