Hydrazine hydrate (1:1) → HCID 178509230, compound

HRID 536477Notes

Reaction equation

HRID 536477 reaction equation
Cl[C:2]1[N:9]=[CH:8][C:7]([F:10])=[CH:6][C:3]=1[C:4]#[N:5].O.[NH2:12][NH2:13]>C(O)CO>[F:10][C:7]1[CH:6]=[C:3]2[C:4]([NH2:5])=[N:13][NH:12][C:2]2=[N:9][CH:8]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 231108512-Chloro-5-fluoropyridine-3-carbonitrile

Product 1

HCID 178509230HCID 178509230, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

A suspension of 38.5 g (245.93 mmol) of 2-chloro-5-fluoronicotinonitrile in 1,2-ethanediol (380 ml) was prepared and then hydrazine hydrate (119.6 ml) was added. It was heated under reflux for 4 h, with stirring. On cooling, the product was precipitated. Water (380 ml) was added to the crystals and it was left to precipitate for 10 min at RT. Then the suspension was filtered with suction on a frit, and washed again with water (200 ml) and with cold (−10° C.) THF (200 ml). Drying over phosphorus pentoxide under high vacuum.

Workup

  1. customwas prepared
  2. temperatureIt was heated
  3. temperatureunder reflux for 4 h
  4. temperatureOn cooling
  5. customthe product was precipitated
  6. additionWater (380 ml) was added to the crystals and it
  7. waitwas left
  8. customto precipitate for 10 min at RT
  9. filtrationThen the suspension was filtered with suction on a frit
  10. washwashed again with water (200 ml) and with cold (−10° C.) THF (200 ml)
  11. dry with materialDrying over phosphorus pentoxide under high vacuum

Sources & evidence

ORD record
ord-abde68c3ca77470c9033206fa70d51ac
Source dataset
uspto-grants-2014_10
Patent number
US08859569B2

Reaction notes

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