Nitric Acid → HCID 178473438, compound

HRID 345393Notes

Reaction equation

HRID 345393 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[NH:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[N:12]=[C:11]([OH:22])[C:10]([OH:23])=[N:9]2>C(O)(=O)C>[Cl:5][C:6]1[CH:7]=[C:8]2[C:13]([N:12]=[C:11]([OH:22])[C:10]([OH:23])=[N:9]2)=[C:14]([N+:1]([O-:4])=[O:2])[C:15]=1[NH:16][C:17]([O:19][CH2:20][CH3:21])=[O:18]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178473422HCID 178473422, compound

Product 1

HCID 178473438HCID 178473438, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To an ice-cooled mixture of 50 ml 100% nitric acid and 100 ml glacial acetic acid was added gradually 10 g 6-chloro-7-ethoxycarbonylamino-2,3-dihydroxyquinoxaline. Stirring was continued at 0° C. for 90 min. The reaction mixture was poured into 500 ml ice-water to give 10 g (86%) 7-chloro-6-ethoxycarbonylamino-5-nitro-2,3-dihydroxyquinoxaline as yellow crystals, m.p.>300° C. NMR (DMSO-d6): 12.2 (1H, broad s), 11.7 (1H, broad m), 9.3 (1H, broad s), 7.33 (1H,S), 4.0 (2H,q), 1.2 (3H,t).

Sources & evidence

ORD record
ord-1e0b876e85884b26b4ae11b465dd6ba4
Source dataset
uspto-grants-1991_10
Patent number
US05057516

Reaction notes

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