Nitric Acid → HCID 13041125, compound

HRID 1759546Notes

Reaction equation

HRID 1759546 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][CH3:14])[N:11]=2)[C:6](=[O:15])[C:5]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:4]1)[CH3:2].[N+:21]([O-])([OH:23])=[O:22].S(=O)(=O)(O)O>>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([N+:21]([O-:23])=[O:22])=[C:10]([O:13][CH3:14])[N:11]=2)[C:6](=[O:15])[C:5]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:4]1)[CH3:2]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 13041124HCID 13041124, compound

Product 1

HCID 13041125HCID 13041125, compound

Procedure

Ethyl 1-ethyl-7-methoxy-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate (82 g) was added to a mixture of fuming nitric acid (200 ml) and concd. sulfuric acid (330 ml), then the mixture was heated at 80° C. for 2 hours with stirring. The mixture was poured into 500 ml of ice-water. The precipitate was collected, washed with water, and dried. Recrystallization from ethanol gave 93.5 g of ethyl 1-ethyl-1,4-dihydro-7-methoxy-6-nitro-4-oxo-1,8-naphthyridine-3-carboxylate, m.p. 223.5°-227° C.

Workup

  1. customThe precipitate was collected
  2. washwashed with water
  3. customdried
  4. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-d5bb7ae0be6b4210976c7f4ae19a02fe
Source dataset
uspto-grants-1982_07
Patent number
US04341784

Reaction notes

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