Hydrazine hydrate (1:1) → HCID 178420062, compound

HRID 2374108Notes

Reaction equation

HRID 2374108 reaction equation
[C:1]1([C:7](=O)[CH2:8][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[NH2:19][NH2:20]>C(O)C>[C:1]1([C:7]2[NH:20][N:19]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=3)[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 2384481-phenyl-3-(pyridin-2-yl)propane-1,3-dione

Product 1

HCID 178420062HCID 178420062, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A 250 mL flask was charged with compound (1) (10 g 44 mmol), a magnetic follower and 150 mL of ethanol. Hydrazine monohydrate (2.15 mL, 44 mmol) was added and the mixture refluxed overnight. On cooling the ethanol was removed and the residue recrystallised from methanol to yield 2-(5-phenylpyrazol-3-yl)pyridine (2) as a pale yellow crystalline solid (9.5 g, 97%).

Workup

  1. temperaturethe mixture refluxed overnight
  2. customwas removed
  3. customthe residue recrystallised from methanol

Sources & evidence

ORD record
ord-0467e63e151840d0873b0b254db1b8ce
Source dataset
uspto-grants-2008_12
Patent number
US07462404B2

Reaction notes

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