Cyclohexylamine → HCID 21400482, compound

HRID 1438762Notes

Reaction equation

HRID 1438762 reaction equation
[CH:1]1(N)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N+:8]([C:11]1[C:24]2[C:23](=[O:25])[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][C:21]=3[N+:26]([O-:28])=[O:27])[C:16](=[O:29])[C:15]=2[CH:14]=[CH:13][CH:12]=1)([O-])=O>[N+](C1C=CC=CC=1)([O-])=O>[N+:26]([C:21]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:22]=1[C:23](=[O:25])[C:24]1[C:11]([NH:8][CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[CH:12][CH:13]=[CH:14][C:15]=1[C:16]2=[O:29])([O-:28])=[O:27]

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 672101,8-Dinitro-9,10-anthraquinone

Product 1

HCID 21400482HCID 21400482, compound

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent

Procedure

175 ml of cyclohexylamine are added over the course of one hour to 300 g of 67% strength 1,8-dinitroanthraquinone in 1,200 ml of nitrobenzene at 175°-180°, the mixture is stirred for a further 15 minutes at the same temperature and then overnight until cold and the product is filtered off and washed with 200 ml of nitrobenzene and finally with a large amount of methanol until free of nitrobenzene. 187 g of 8-nitro-1-cyclohexylamino-anthraquinone of very good quality are obtained.

Workup

  1. filtrationovernight until cold and the product is filtered off
  2. washwashed with 200 ml of nitrobenzene and finally with a large amount of methanol until free of nitrobenzene

Sources & evidence

ORD record
ord-94e711249a9f4dde836fb8b685447f44
Source dataset
uspto-grants-1977_11
Patent number
US04056544

Reaction notes

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