4-Aminoacetanilide → HCID 20163348, compound

HRID 256275Notes

Reaction equation

HRID 256275 reaction equation
[CH:1]1([NH:7][C:8]2[C:21]3[C:20](=[O:22])[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[C:13](=[O:23])[C:12]=3[C:11](Br)=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:25][C:26]1[CH:35]=[CH:34][C:29]([NH:30][C:31](=[O:33])[CH3:32])=[CH:28][CH:27]=1>N1C=CC=CC=1>[CH:1]1([NH:7][C:8]2[C:21]3[C:20](=[O:22])[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[C:13](=[O:23])[C:12]=3[C:11]([NH:25][C:26]3[CH:27]=[CH:28][C:29]([NH:30][C:31]([CH3:32])=[O:33])=[CH:34][CH:35]=3)=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 312304-AminoacetanilideHCID 150916181-Bromo-4-(cyclohexylamino)anthracene-9,10-dione

Product 1

HCID 20163348HCID 20163348, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1-Nitroanthraquinone is refluxed with an excess of cyclohexylamine in o-dichlorobenzene to yield 1-cyclohexylamino anthraquinone which is further brominated in aqueous pyridine to yield the corresponding 1-cyclohexylamino-4-bromoanthraquinone. This compound is further condensed with p-amino acetanilide to yield 1-cyclohexylamino-4-(p-acetaminoanilino)anthraquinone as a bright green pleochroic dye having an optical order parameter 0.7.

Sources & evidence

ORD record
ord-bf362300494a45eeb0a203b5973cfbb9
Source dataset
uspto-grants-1987_10
Patent number
US04702561

Reaction notes

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