Hydrazine hydrate (1:1) → HCID 178516585, compound

HRID 1296917Notes

Reaction equation

HRID 1296917 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[O:8][CH:7]=[C:6]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[F:19])[C:5]2=O.O.[NH2:22][NH2:23]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2[C:6]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[F:19])=[CH:7][NH:23][N:22]=2)[C:9]([OH:8])=[CH:10][C:11]=1[OH:12]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58913663HCID 58913663, compound

Product 1

HCID 178516585HCID 178516585, compoundYield 72.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This compounds was synthesised in the same manner as described above. 6-Chloro-3-(2-fluoro-phenyl)-7-hydroxy-chromen-4-one (0.37 g, 1.27 mmol), hydrazine hydrate (5 ml), ethanol (15 ml). The quenched solution was extracted into ethyl acetate, washed (water), dried (MgSO4), and the solvent removed under vacuum to give a yellow oil which was purified by column chromatography to give 4-chloro-6-[4-(2-fluoro-phenyl)-1H-pyrazol-3-yl]-benzene-1,3-diol as a white solid (0.28 g, 72.4%); Rf 0.8 cf SM 0.9 ethyl acetate/hexane (70/30).

Workup

  1. customThis compounds was synthesised in the same manner
  2. extractionThe quenched solution was extracted into ethyl acetate
  3. washwashed (water)
  4. dry with materialdried (MgSO4)
  5. customthe solvent removed under vacuum
  6. customto give a yellow oil which
  7. customwas purified by column chromatography

Sources & evidence

ORD record
ord-a9495f8cf4974301b2a31db76a7fb048
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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