Hydrochloric Acid → 1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

HRID 1843066Notes

Reaction equation

HRID 1843066 reaction equation
[C:1]([C:3]1[N:7]([CH3:8])[N:6]=[C:5]([C:9]([F:15])([F:14])[C:10]([F:13])([F:12])[F:11])[C:4]=1[C:16]([F:19])([F:18])[F:17])#N.[OH-:20].[Na+].Cl.[OH2:23]>>[CH3:8][N:7]1[C:3]([C:1]([OH:23])=[O:20])=[C:4]([C:16]([F:19])([F:18])[F:17])[C:5]([C:9]([F:15])([F:14])[C:10]([F:13])([F:12])[F:11])=[N:6]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 866600911-Methyl-3-(perfluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carbonitrile

Product 1

HCID 866600921-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

Conditions

Temperature
100 °C

Procedure

11.0 g (37.5 mmol) of 5-cyano-1-methyl-3-pentafluoroethyl-4-trifluoromethyl-1H-pyrazole, 22 ml of 50% strength sodium hydroxide solution and 7.0 ml of distilled water are heated in an oil bath until the solid has dissolved. The reaction mixture is then stirred overnight (oil bath temperature 100° C.). After cooling, the reaction mixture is poured onto a mixture of 150 ml of concentrated hydrochloric acid and 150 ml of ice. The mixture is afterstirred for 30 minutes and the solid is filtered off. The solid is washed with a small amount of water and then dried in an oil pump vacuum. This gives 11.2 g (95%) of 1-methyl-3-pentafluoroethyl-4-trifluoromethyl-1H-pyrazole-5-carboxylic acid as a white solid.00

Workup

  1. dissolutionhas dissolved
  2. temperatureAfter cooling
  3. waitThe mixture is afterstirred for 30 minutes
  4. filtrationthe solid is filtered off
  5. washThe solid is washed with a small amount of water
  6. customdried in an oil pump vacuum

Sources & evidence

ORD record
ord-57585db7acf7416c927a88fbc3f82a95
Source dataset
uspto-grants-2015_02
Patent number
US08946234B2

Reaction notes

Loading…