Methanol → HCID 54419689, compound

HRID 1415955Notes

Reaction equation

HRID 1415955 reaction equation
S(Cl)(Cl)=O.[Cl:5][C:6]1[N:15]=[C:14]2[C:9]([C:10](=[O:29])[C:11]([C:26]([OH:28])=[O:27])=[CH:12][N:13]2[C:16]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]([N+:23]([O-:25])=[O:24])[CH:17]=2)=[CH:8][C:7]=1[F:30].[CH3:31]O>>[Cl:5][C:6]1[N:15]=[C:14]2[C:9]([C:10](=[O:29])[C:11]([C:26]([O:28][CH3:31])=[O:27])=[CH:12][N:13]2[C:16]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]([N+:23]([O-:25])=[O:24])[CH:17]=2)=[CH:8][C:7]=1[F:30]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 22441109HCID 22441109, compound

Product 1

HCID 54419689HCID 54419689, compound

Procedure

To 25 ml of methanol was added dropwise 1 g of thionyl chloride. To the solution was added 1.1 g of 7-chloro-6-fluoro-1-(4-fluoro-3-nitrophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid. The solution was heated at reflux overnight. The reaction solution was allowed to cool down and concentrated in vacua. Diethyl ether was added to the residue. The solid was collected by filtration to give 1.4 g of the title compound.

Workup

  1. temperatureThe solution was heated
  2. temperatureat reflux overnight
  3. temperatureto cool down
  4. concentrationconcentrated in vacua
  5. additionDiethyl ether was added to the residue
  6. filtrationThe solid was collected by filtration

Sources & evidence

ORD record
ord-245fbec3589448a9a6bdae251ec4299f
Source dataset
uspto-grants-1999_06
Patent number
US05910498

Reaction notes

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