1-Nitroanthraquinone → HCID 13763890, compound

HRID 261004Notes

Reaction equation

HRID 261004 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.[CH2:20](N)[CH2:21][CH3:22]>CC1C=CC=CC=1C>[CH2:20]([NH: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)[CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 67041-NitroanthraquinoneHCID 7852Propylamine

Product 1

HCID 13763890HCID 13763890, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 50.6 g of 1-nitro-anthraquinone (99% pure) and 240 ml of o-xylene is reacted with 118 g of n-propylamine (molar ratio 10:1) at a temperature of 170° C. and under a pressure of 30 bars and for a reaction time of 80 minutes. Working up analogously to Example 1 gives 50 g (94% of theory) of 1-n-propylamino-anthraquinone, in which no further 1-nitro-anthraquinone can be detected.

Sources & evidence

ORD record
ord-5c306346467148d892125e4a5970e56c
Source dataset
uspto-grants-1979_08
Patent number
US04163747

Reaction notes

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