Water → HCID 18689504, compound

HRID 1458239Notes

Reaction equation

HRID 1458239 reaction equation
O.[NH2:2][NH2:3].[Cl:4][C:5]1[C:6](F)=[N:7][C:8]([F:15])=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1.O>C(O)CC>[Cl:4][C:5]1[C:6]([NH:2][NH2:3])=[N:7][C:8]([F:15])=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 11042190HCID 11042190, compound

Product 1

HCID 18689504HCID 18689504, compound

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

10.5 g (0.21 mol) of hydrazine hydrate were added to a stirred mixture of 21.8 g (0.1 mol) of 3-chloro-2,6-difluoro-5-trifluoromethylpyridine in 100 ml of propanol at 50° C. in the course of 15 minutes, and stirring was continued for 2 hours at the same temperature. After cooling, the batch was poured into 1.5 l of water and the precipitate which had separated out was filtered off with suction. It was taken up in ethyl acetate for purification and extracted using water. After drying and concentration, 20.9 g (91% of theory) of the title compound of m.p. 104°-106° C. were obtained; a sublimated sample melted at 111°-113° C.

Workup

  1. temperatureAfter cooling
  2. customthe precipitate which had separated out
  3. filtrationwas filtered off with suction
  4. customIt was taken up in ethyl acetate for purification
  5. extractionextracted
  6. customAfter drying
  7. concentrationconcentration, 20.9 g (91% of theory) of the title compound of m.p. 104°-106° C.
  8. customwere obtained

Sources & evidence

ORD record
ord-5e975f8634f9457692ab0b4b161dc6cf
Source dataset
uspto-grants-1998_12
Patent number
US05849920

Reaction notes

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