Thionyl Chloride → HCID 178521116, compound

HRID 1155057Notes

Reaction equation

HRID 1155057 reaction equation
S(Cl)([Cl:3])=O.[F:5][C:6]([F:26])([F:25])[C:7]1[C:16]([C:17](O)=[O:18])=[C:15]([OH:20])[C:14]2[C:9](=[CH:10][C:11]([C:21]([F:24])([F:23])[F:22])=[CH:12][CH:13]=2)[N:8]=1>C1C=CC=CC=1>[F:5][C:6]([F:26])([F:25])[C:7]1[C:16]([C:17]([Cl:3])=[O:18])=[C:15]([OH:20])[C:14]2[C:9](=[CH:10][C:11]([C:21]([F:24])([F:23])[F:22])=[CH:12][CH:13]=2)[N:8]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178524537HCID 178524537, compound

Product 1

HCID 178521116HCID 178521116, compoundYield 102.2%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

31.89 g of thionyl chloride were added to a suspension of 17.246 g of the product of Step E in 535 ml of anhydrous benzene and the mixture was refluxed for 105 minutes and was then evaporated to dryness under reduced pressure at 40° C. The residue was taken up in benzene and the solution was evaporated to dryness under the same conditions to obtain 18.62 g of 2,7-bis-(trifluoromethyl)-4-hydroxy-3-quinolinecarboxylic acid chloride.

Workup

  1. temperaturethe mixture was refluxed for 105 minutes
  2. customwas then evaporated to dryness under reduced pressure at 40° C
  3. customthe solution was evaporated to dryness under the same conditions

Sources & evidence

ORD record
ord-8d90c6882e3d4be498130a4b3c43c4cb
Source dataset
uspto-grants-1981_11
Patent number
US04299831

Reaction notes

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