Hydrochloric Acid → HCID 18350671, compound

HRID 2094239Notes

Reaction equation

HRID 2094239 reaction equation
[OH2:1].[OH2:2].O.O.O.O.[NH:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.F[C:14]1[CH:21]=[CH:20][C:17]([C:18]#N)=[CH:16][C:15]=1[C:22]([F:25])([F:24])[F:23].[OH-].[Na+].Cl>C(O)C.O>[N:7]1([C:14]2[CH:21]=[CH:20][C:17]([C:18]([OH:2])=[O:1])=[CH:16][C:15]=2[C:22]([F:25])([F:24])[F:23])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 120181Piperazine, hexahydrateHCID 1442554-Fluoro-3-(trifluoromethyl)benzonitrile

Product 1

HCID 18350671HCID 18350671, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

37.9 g (195 mmol) piperazine hexahydrate are refluxed for 2 hours with 12.4 g (66 mmol) 4-fluoro-3-trifluoromethyl-benzonitrile suspended in 40 ml of ethanol. Then 13.7 ml (261 mmol) 50% sodium hydroxide solution and 13.7 ml of water are added and the mixture is refluxed for a further 3.5 hours and kept at ambient temperature for a further 15 hours. Then 43.5 ml of conc. hydrochloric acid are added and the mixture is cooled to 10° C. for 30 minutes with stirring. The precipitate obtained is suction filtered, washed with a little water and dried at 40° C. in the circulating air dryer for 24 hours.

Workup

  1. temperaturethe mixture is refluxed for a further 3.5 hours
  2. customThe precipitate obtained
  3. filtrationfiltered
  4. washwashed with a little water
  5. customdried at 40° C. in the circulating air dryer for 24 hours

Sources & evidence

ORD record
ord-1728c5993f0046a3b05a3e3dd0eb6159
Source dataset
uspto-grants-2013_05
Patent number
US08445525B2

Reaction notes

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