Anthraquinone → 1,8-Diamino-2-bromo-7-butoxy-4,5-dihydroxyanthracene-9,10-dione

HRID 1789319Notes

Reaction equation

HRID 1789319 reaction equation
[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([OH:19])[CH:10]=[C:11]([Br:18])[C:12]=3[NH2:17])[C:7](=[O:20])[C:6]=2[C:5]([OH:21])=[CH:4][C:3]=1[O:22][C:23]1C=C[CH:26]=[CH:25][CH:24]=1.C1C2C(=O)C3C(=CC=CC=3)C(=O)C=2C=CC=1>>[NH2:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9]([OH:19])[CH:10]=[C:11]([Br:18])[C:12]=3[NH2:17])[C:7](=[O:20])[C:6]=2[C:5]([OH:21])=[CH:4][C:3]=1[O:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

3

Reactant 2

HCID 6780AnthraquinoneHCID 201880511,8-Diamino-2-bromo-4,5-dihydroxy-7-phenoxyanthracene-9,10-dione

Product 1

HCID 201880661,8-Diamino-2-bromo-7-butoxy-4,5-dihydroxyanthracene-9,10-dione

Procedure

When 5.5 of 1,8-diamino-4,5-dihydroxy-2-phenoxy-7-bromoanthraquinone (preparation see Example 417a) are used in Example 338a instead of the anthraquinone component mentioned there, then 4.5 g, corresponding to 85% of theory, of 1,8-diamino-4,5-dihydroxy-2-n-butoxy-7-bromoanthraquinone are obtained quite correspondingly, the colour shade of which on silica gel is a blue with the Indicator Number 14.

Sources & evidence

ORD record
ord-5ab9733b73e248a5897dce1cc7235956
Source dataset
uspto-grants-1987_08
Patent number
US04689171

Reaction notes

Loading…