Ethanol → HCID 19990411, compound

HRID 346126Notes

Reaction equation

HRID 346126 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=[O:9])=[C:4]([NH:11][C:12]([C:14]([O:16]CC)=O)=[O:13])[CH:3]=1.C(O)C>CN(C)C=O.[Ni]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][CH:7]=1)[N:8]([OH:9])[C:14](=[O:16])[C:12](=[O:13])[NH:11]2

Participants

5

Reactant 2

HCID 702EthanolHCID 19808452HCID 19808452, compound

Product 1

HCID 19990411HCID 19990411, compoundYield 33.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 6228DimethylformamideSolvent

Procedure

A solution of 0.5 g (1.83 mmol) 1-chloro-3-ethoxalylamino-4-nitrobenzene in 15 ml dimethylformamide was hydrogenated at atm. pressure by using 0.5 g Ra-Ni as a catalyst. The residue was stirred with ethanol to give 0.13 g (30%) of 6-chloro-1-hydroxyquinoxaline-2,3(1H,4H)-dione. M.p. decomp. 1H-NMR (DMSO-d6): 11.8 (1H, broad s), 7.17 (3H, m). MS (m/e): 212 (M30 , 60%).

Sources & evidence

ORD record
ord-d2b5b786807c4552a1dd28a2a8002daf
Source dataset
uspto-grants-1991_10
Patent number
US05061706

Reaction notes

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