Hydrochloric Acid → EN 272

HRID 1855814Notes

Reaction equation

HRID 1855814 reaction equation
[F:1][CH:2]([F:22])[N:3]1[C:12]2[C:7](=[CH:8][C:9]3[O:15][CH2:14][O:13][C:10]=3[CH:11]=2)[C:6](=[O:16])[C:5]([C:17]([O:19]CC)=[O:18])=[CH:4]1.Cl>O>[F:22][CH:2]([F:1])[N:3]1[C:12]2[C:7](=[CH:8][C:9]3[O:15][CH2:14][O:13][C:10]=3[CH:11]=2)[C:6](=[O:16])[C:5]([C:17]([OH:19])=[O:18])=[CH:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 128972801-Difluoromethyl-6,7-methylenedioxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester

Product 1

HCID 127631EN 272Yield 97.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 27.5 g of 1-difluoromethyl-6,7-methylenedioxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, ethyl ester and 600 ml of 6 N hydrochloric acid is heated under reflux for 1.5 hours. The mixture is diluted with 1 liter of water, cooled, and filtered. The solid product is triturated with cold ethanol and filtered to give 24.5 g of the desired product, m.p. 327°-8° C. (dec). Anal. Calc'd for C12H7F2O5 ; C: 50.89, H: 2.49, N: 4.95--Found; C: 50.95, H: 2.54, N: 4.84.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 1.5 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customThe solid product is triturated with cold ethanol
  6. filtrationfiltered

Sources & evidence

ORD record
ord-e73c3a9058fb48b9922ec22d722e69bf
Source dataset
uspto-grants-1980_08
Patent number
US04216324

Reaction notes

Loading…