1-Chloroanthraquinone → HCID 70430913, compound

HRID 256278

Reaction equation

HRID 256278 reaction equation
Cl[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[CH:5]=[CH:4][CH:3]=1.C([NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)CCC.C([O-])(=O)C.[Na+].[N+]([C:37]1[CH:42]=CC=[CH:39][CH:38]=1)([O-])=O>C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH2:42]([C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[CH:5]=[CH:4][C:3]=1[NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:37][CH2:38][CH3:39]

Participants

6

Reactant 4

HCID 67091-ChloroanthraquinoneHCID 7416NitrobenzeneHCID 14310N-Butylaniline2×HCID 517045Sodium Acetate

Product 1

HCID 70430913HCID 70430913, compound

Reagents, catalysts & solvents 1

HCID 8895Cupric acetateCatalyst

Procedure

The pleochroic dye 1-butylphenylamino anthraquinone was prepared by dissolving 1-chloroanthraquinone in a 10-fold excess of 4-n butylaniline. Copper acetate and sodium acetate were added as in Example 70. Since the n-butylaniline is a solvent in this case no nitrobenzene was added. The dye, when tested as in Example 70, had an absorption maxima at 515 nm and an order parameter of 0.65.

Workup

  1. additionwas added

Sources & evidence

ORD record
ord-ca152b54d7c748e2af8679ae4be944b8
Source dataset
uspto-grants-1987_10
Patent number
US04702561

Linked notes

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