Ethanol → HCID 54311121, compound

HRID 1415966Notes

Reaction equation

HRID 1415966 reaction equation
[Cl:1][C:2]1[C:3]([F:29])=[C:4]([F:28])[CH:5]=[C:6]2[C:11]=1[N:10]([C:12]1[C:17]([F:18])=[CH:16][C:15]([F:19])=[C:14]([N+:20]([O-:22])=[O:21])[C:13]=1[F:23])[CH:9]=[C:8]([C:24]([OH:26])=[O:25])[C:7]2=[O:27].S(Cl)(Cl)=O.[CH2:34](O)[CH3:35]>>[Cl:1][C:2]1[C:3]([F:29])=[C:4]([F:28])[CH:5]=[C:6]2[C:11]=1[N:10]([C:12]1[C:17]([F:18])=[CH:16][C:15]([F:19])=[C:14]([N+:20]([O-:22])=[O:21])[C:13]=1[F:23])[CH:9]=[C:8]([C:24]([O:26][CH2:34][CH3:35])=[O:25])[C:7]2=[O:27]

Participants

4

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 22441091HCID 22441091, compound

Product 1

HCID 54311121HCID 54311121, compound

Conditions

Temperature
80 °C

Procedure

To 830 mg of 8-chloro-6,7-difluoro-1-(2,4,6-trifluoro-3-nitrophenyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid was added 2 ml of thionyl chloride. The solution was stirred at 80° C. overnight. With ice cooling, 4 ml of ethanol was slowly added dropwise to the reaction solution. The reaction solution was distilled of the solvent whereupon the precipitated solid was collected by filtration to give 310 mg of the title compound.

Workup

  1. distillationThe reaction solution was distilled of the solvent whereupon the precipitated solid
  2. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-509d9ce1f86843cc80dc85e88b58a333
Source dataset
uspto-grants-1999_06
Patent number
US05910498

Reaction notes

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