Sodium Nitrate → Ethyl N-(1-cyclohexyl-7-nitro-2,3(1H,4H)-quinoxalinedion-6-yl)oxamate

HRID 1458824Notes

Reaction equation

[CH:1]1([N:7]2[C:16]3[C:11](=[CH:12][C:13]([NH:17][C:18](=[O:24])[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:14][CH:15]=3)[NH:10][C:9](=[O:25])[C:8]2=[O:26])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N+:27]([O-])([O-:29])=[O:28].[Na+]>S(=O)(=O)(O)O>[CH:1]1([N:7]2[C:16]3[C:11](=[CH:12][C:13]([NH:17][C:18](=[O:24])[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:14]([N+:27]([O-:29])=[O:28])[CH:15]=3)[NH:10][C:9](=[O:25])[C:8]2=[O:26])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

Conditions

Temperature: 0 °C

Procedure

48 g (0.133 mol) of ethyl N-(1-cyclohexyl-2,3(1H,4H)-quinoxalinedion-6-yl)oxamate were dissolved in 1 l of concentrated sulfuric acid and, at 0° C., 11.35 g (0.133 mol) of sodium nitrate were added a little at a time. The mixture was stirred at 0° C. for a further 2 h and poured into a large quantity of ice. The precipitate was filtered off with suction to yield 50.1 g (93%) of the product.

Workup

additionpoured into a large quantity of ice
filtrationThe precipitate was filtered off with suction

Sources & evidence

ORD record: ord-dad1233f9111474994f52c5e5bac82fa
Source dataset: uspto-grants-1998_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05852017

Reaction notes

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