Hydrazine hydrate (1:1) → HCID 178511055, compound

HRID 1296915Notes

Reaction equation

HRID 1296915 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:14]=[C:15]([CH:22]=[CH:23][CH:24]=1)[O:16][CH2:17][CH2:18][CH2:19][C:20]#[N:21])[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:14]=[C:15]([CH:22]=[CH:23][CH:24]=3)[O:16][CH2:17][CH2:18][CH2:19][C:20]#[N:21])=[CH:7][NH:28][N:27]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58913639HCID 58913639, compound

Product 1

HCID 178511055HCID 178511055, compound

Procedure

This compounds was synthesised in the same manner as described above. 4-[3-(6-Chloro-7-hydroxy-4-oxo-4H-chromen-3-yl)-phenoxy]-butyronitrile (0.3 g, 0.84 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-{3-[3-(5-chloro-2,4-dihydroxy-phenyl)-1H-pyrazol-4-yl]-phenoxy}-butyronitrile as a white soild Rf 0.6 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-d24048236c7643f3bedeaf7e98115374
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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