Hydrazine hydrate (1:1) → HCID 178516583, compound

HRID 1296905Notes

Reaction equation

HRID 1296905 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:17](=O)[C:16]2[C:11](=[CH:12][C:13]([OH:20])=[C:14]([Cl:19])[CH:15]=2)[O:10][CH:9]=1.O.[NH2:22][NH2:23]>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:17]([C:16]2[CH:15]=[C:14]([Cl:19])[C:13]([OH:20])=[CH:12][C:11]=2[OH:10])=[N:22][NH:23][CH:9]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58913538HCID 58913538, compound

Product 1

HCID 178516583HCID 178516583, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This compounds was synthesised in the same manner as described above. 3-(2-Bromo-phenyl)-6-chloro-7-hydroxychromen-4-one (0.4 g, 1.1 mmol), hydrazine hydrate (10 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-(2-Bromo-phenyl)-1H-pyrazol-3-yl]-6-chloro-benzene-1,3-diol as a white solid (0.28 g, 70%); Rf 0.6 ethyl acetate/hexane (80/20).

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-163fa522f1cd45c081357510f8394a9c
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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