Methanol → 1-(4-Methylphenyl)-1H-pyrazol-4-ol

HRID 1810113Notes

Reaction equation

HRID 1810113 reaction equation
[C:1]1([CH3:13])[CH:6]=[CH:5][C:4]([NH:7][N:8]=[CH:9][C:10](Cl)=[O:11])=[CH:3][CH:2]=1.[OH-].[Na+].[CH3:16]O>>[C:1]1([CH3:13])[CH:6]=[CH:5][C:4]([N:7]2[CH:16]=[C:10]([OH:11])[CH:9]=[N:8]2)=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 86761761HCID 86761761, compound

Product 1

HCID 129010791-(4-Methylphenyl)-1H-pyrazol-4-ol

Procedure

(p-Tolyl-hydrazono)-acetyl chloride (4.0 g, 19.04 mmol) was then taken in methanol and sodium hydroxide (1.52 g, 38.0 mmol) was added. And the reaction mixture was stirred for 2.5 hours. Methanol was removed and residue was taken up in water and pH was made 3 by adding dilute HCl. The solid was filtered off through on Buckner funnel, washed with cold water, dried under vacuum, and further washed with petroleum ether and dried under vacuum.

Workup

  1. customMethanol was removed
  2. additionby adding dilute HCl
  3. filtrationThe solid was filtered off through on Buckner funnel
  4. washwashed with cold water
  5. customdried under vacuum
  6. washfurther washed with petroleum ether
  7. customdried under vacuum

Sources & evidence

ORD record
ord-9f17a4b5e4d3416ab3bb7bc06707c40b
Source dataset
uspto-grants-2013_01
Patent number
US08362064B2

Reaction notes

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