Pyridine → 9,10-Anthracenedione, 1,5-bis(octadecylamino)-

HRID 2072278Notes

Reaction equation

HRID 2072278 reaction equation
Cl[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9](Cl)[CH:10]=[CH:11][CH:12]=3)[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:19]([NH2:37])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36].[C:38]([O-])(=O)[CH3:39].[Na+].[N:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1>C1C=CC=CC=1.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH2:19]([NH:37][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([NH:43][CH2:48][CH2:47][CH2:46][CH2:45][CH2:44][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:15][CH2:14][CH2:38][CH3:39])[CH:10]=[CH:11][CH:12]=3)[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][CH:3]=1)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]

Participants

7

Reactant 4

HCID 1049PyridineHCID 67111,5-DichloroanthraquinoneHCID 15793OctadecylamineHCID 517045Sodium Acetate

Product 1

HCID 30980749,10-Anthracenedione, 1,5-bis(octadecylamino)-

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 241BenzeneSolvent

Procedure

A reactor was charged with 1.4 g of 1, 5-dichloroanthraquinone, 33.6 g. of stearyl amine, 1.3 g of sodium acetate, 0.3 g of copper acetate and 3.2 g of pyridine and the reaction was effected at 80° C. for 15 hours under stirring. The resulting red solid was dissolved in benzene and insoluble matters were removed, followed by distillation of benzene and recystallization from glacial acetic acid. Thus 1, 5-di-n-octadecylaminoanthraquinone was obtained by the reaction of the following formula: ##STR7## Preparation of Liquid Developer:

Workup

  1. custominsoluble matters were removed
  2. distillationfollowed by distillation of benzene and recystallization from glacial acetic acid

Sources & evidence

ORD record
ord-a0feefa5c5314e0fa83208be9fb5c82c
Source dataset
uspto-grants-1977_09
Patent number
US04051052

Reaction notes

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