Hydrazine hydrate (1:1) → 4-Chloro-6-(4-phenyl-1H-pyrazol-3-yl)-benzene-1,3-diol

HRID 1296901Notes

Reaction equation

HRID 1296901 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][CH:14]=1)[C:5]2=O.O.[NH2:21][NH2:22]>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][CH:14]=3)=[CH:7][NH:22][N:21]=2)[C:9]([OH:8])=[CH:10][C:11]=1[OH:12]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 589136226-Chloro-7-hydroxy-3-phenyl-chromen-4-one

Product 1

HCID 1785165844-Chloro-6-(4-phenyl-1H-pyrazol-3-yl)-benzene-1,3-diol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This compounds was synthesised in the same manner as described above. 6-Chloro-7-hydroxy-3-phenyl-chromen-4-one (0.4 g, 1.47 mmol), hydrazine hydrate (4 ml), ethanol (10 ml). 4-Chloro-6-(4-phenyl-1H-pyrazol-3-yl)-benzene-1,3-diol precipitated out on quenching as a pale yellow (0.37 g, 88%); Rf 0.3 Cf SM 0.7 ethyl acetate/hexane (75/25).

Workup

  1. customThis compounds was synthesised in the same manner
  2. custom4-Chloro-6-(4-phenyl-1H-pyrazol-3-yl)-benzene-1,3-diol precipitated out
  3. customon quenching as a pale yellow (0.37 g, 88%)

Sources & evidence

ORD record
ord-e3521520000d415abd2cf97c368c135b
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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