Hydrazine hydrate (1:1) → HCID 178511054, compound

HRID 1296916Notes

Reaction equation

HRID 1296916 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:24]=[CH:23][CH:22]=[CH:21][C:14]=1[O:15][CH2:16][CH2:17][CH2:18][C:19]#[N:20])[C:5]2=O.O.[NH2:27][NH2:28]>>[Cl:1][C:2]1[C:11]([OH:12])=[CH:10][C:9]([OH:8])=[C:4]([C:5]2[C:6]([C:13]3[CH:24]=[CH:23][CH:22]=[CH:21][C:14]=3[O:15][CH2:16][CH2:17][CH2:18][C:19]#[N:20])=[CH:7][NH:28][N:27]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58913665HCID 58913665, compound

Product 1

HCID 178511054HCID 178511054, compound

Procedure

This compounds was synthesised in the same manner as described above. 4-[2-(6-Chloro-7-hydroxy-4-oxo-4H-chromen-3-yl)-phenoxy]-butyronitrile (0.1 g, 0.28 mmol), Hydrazine hydrate (6 ml). The quenched reaction was extracted into ethyl acetate, washed (water), dried (MgSO4), and the solvent removed under vacuum to give a clear oil which was purified by column chromatograpy to give 4-{2-[3-(5-chloro-2,4-dihydroxy-phenyl)-1H-pyrazol-4-yl]-phenoxy}-butyronitrile as an off white soild Rf 0.65 ethyl acetate/hexane (70/30).

Workup

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

Sources & evidence

ORD record
ord-45ad9fae00524e96a3e53b4c17cd5151
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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