Oxalic Acid → 2,3-Dihydroxy-6,7-dimethoxyquinoxaline

HRID 1600699Notes

Reaction equation

HRID 1600699 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[NH2:12].[C:13](O)(=[O:17])[C:14](O)=[O:15]>>[CH3:11][O:10][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][C:6]=1[O:8][CH3:9])[NH:1][C:14](=[O:15])[C:13](=[O:17])[NH:12]2

Participants

3

Reactant 2

HCID 971Oxalic AcidHCID 1529391,2-Diamino-4,5-dimethoxybenzene

Product 1

HCID 6137802,3-Dihydroxy-6,7-dimethoxyquinoxaline

Procedure

6,7-Dimethoxy-1,4-dihydroquinoxaline-2,3-dione was prepared from 1,2-dimethoxybenzene. Nitration of 1,2-dimethoxybenzene gave 1,2-dimethoxy-4,5-dinitrobenzene, which was reduced to 1,2-diamino-4,5-dimethoxybenzene. Condensation of the diamine with oxalic acid gave 6,7-dimethoxy-1,4-dihydroquinoxaline-2,3-dione. ##STR31##

Sources & evidence

ORD record
ord-3773c020948c47a282e31fdaddd89be7
Source dataset
uspto-grants-1999_11
Patent number
US05977107

Reaction notes

Loading…