Hydrazine hydrate (1:1) → HCID 178516582, compound

HRID 1296912Notes

Reaction equation

HRID 1296912 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17](=O)[C:16]3[C:11](=[CH:12][C:13]([OH:20])=[C:14]([Cl:19])[CH:15]=3)[O:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.O.[NH2:22][NH2:23]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]([C:16]3[CH:15]=[C:14]([Cl:19])[C:13]([OH:20])=[CH:12][C:11]=3[OH:10])=[N:22][NH:23][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58913520HCID 58913520, compound

Product 1

HCID 178516582HCID 178516582, compoundYield 80.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This compounds was synthesised in the same manner as described above. 3-(3-Bromo-phenyl)-6-chloro-7-hydroxy-chromen-4-one (0.25 g, 0.71 mmol), hydrazine hydrate (5 ml), ethanol (10 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-[4-(3-Bromo-phenyl)-1H-pyrazol-3-yl]-6-chloro-benzene-1,3-diol as a white solid (0.21 g, 80.8%); Rf 0.8 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-229178729b074c8b95d6baf82119fbce
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

Loading…