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

HRID 1789315Notes

Reaction equation

C1C2C(=O)C3C(=CC=CC=3)C(=O)C=2C=CC=1.[NH2:17][C:18]1[C:31]2[C:30](=[O:32])[C:29]3[C:24](=[C:25]([OH:41])[C:26]([O:34][C:35]4C=C[CH:38]=[CH:37][CH:36]=4)=[CH:27][C:28]=3[NH2:33])[C:23](=[O:42])[C:22]=2[C:21]([OH:43])=[C:20]([O:44][C:45]2C=C[CH:48]=[CH:47][CH:46]=2)[CH:19]=1>>[NH2:33][C:28]1[C:29]2[C:30](=[O:32])[C:31]3[C:22](=[C:21]([OH:43])[C:20]([O:44][CH2:45][CH2:46][CH2:47][CH3:48])=[CH:19][C:18]=3[NH2:17])[C:23](=[O:42])[C:24]=2[C:25]([OH:41])=[C:26]([O:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH:27]=1

Participants

Reactant 2

HCID 6780Anthraquinone

HCID 201880314,5-Diamino-1,8-dihydroxy-2,7-diphenoxyanthracene-9,10-dione

Product 1

HCID 201880454,5-Diamino-2,7-dibutoxy-1,8-dihydroxyanthracene-9,10-dione

Procedure

When the process described in Example 165a is carried out and, instead of the anthraquinone derivative mentioned there, 5.7 g of 1,8-diamino-4,5-dihydroxy-3,6-diphenoxyanthraquinone (preparation see Example 351a) are used, then 4.2 g, corresponding to 80% of theory, of 1,8-diamino-4,5-dihydroxy-3,6-di-n-butoxyanthraquinone are obtained, the colour shade of which on silica gel is a blue with the Indicator Number 14.

Sources & evidence

ORD record: ord-097272a242654e05afb16ca1f82bb65b
Source dataset: uspto-grants-1987_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04689171

Reaction notes

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