Isoamyl Nitrite → HCID 13041128, compound

HRID 1759548Notes

Reaction equation

HRID 1759548 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[N:10][C:11]=1[O:12][CH3:13])[N:8]([CH2:14][CH3:15])[CH:7]=[C:6]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:5]2=[O:21].[F:22][B-:23]([F:26])([F:25])[F:24].[H+].[N:28](OCCC(C)C)=O>C(O)C.CCOCC>[F:22][B-:23]([F:26])([F:25])[F:24].[CH2:19]([O:18][C:16]([C:6]1[C:5](=[O:21])[C:4]2[C:9](=[N:10][C:11]([O:12][CH3:13])=[C:2]([N+:1]#[N:28])[CH:3]=2)[N:8]([CH2:14][CH3:15])[CH:7]=1)=[O:17])[CH3:20]

Participants

6

Reactant 3

HCID 8053Isoamyl NitriteHCID 28118Tetrafluoroboric acidHCID 13041126HCID 13041126, compound

Product 1

HCID 13041128HCID 13041128, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 12.0 g of ethyl 6-amino-1-ethyl-1,4-dihydro-7-methoxy-4-oxo-1,8-naphthyridine-3-carboxylate in 120 ml of ethanol and 60 ml of aqueous 42% tetrafluoroboric acid was cooled to 0° C. To the solution kept at 0°-3° C. was added 6.0 g of isoamyl nitrite. The mixture was stirred for 30 minutes at the same temperature, and then diluted with 600 ml of ether to give a precipitate which was collected and washed with ether to give 12.8 g of 3-ethoxycarbonyl-1-ethyl-1,4-dihydro-7-methoxy-4-oxo-1,8-naphthyridine-6-diazonium tetrafluoroborate, decomposing at 142°-147° C.

Workup

  1. customkept at 0°-3° C.
  2. customto give a precipitate which
  3. customwas collected
  4. washwashed with ether

Sources & evidence

ORD record
ord-2dd85bf068844724adfcbe75a67e13db
Source dataset
uspto-grants-1982_07
Patent number
US04341784

Reaction notes

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