Sodium Hydroxide → 4-Chloro-2-(1H-pyrazol-3-yl)phenol

HRID 1777073Notes

Reaction equation

HRID 1777073 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:13])=[C:6](/[CH:8]=[C:9](\C)/[CH:10]=O)[CH:7]=1.CC1C=CC(S([NH:24][NH2:25])(=O)=O)=CC=1.[OH-].[Na+]>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:13])=[C:6]([C:8]2[CH:9]=[CH:10][NH:25][N:24]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 15303P-ToluenesulfonylhydrazideHCID 54267581613317-59-1

Product 1

HCID 1785160624-Chloro-2-(1H-pyrazol-3-yl)phenol

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A mixture of (E)-3-(5-chloro-2-hydroxyphenyl)-2-methylacrylaldehyde (40 mg, 0.203 mmol) and 4-methylbenzenesulfonohydrazide (41.7 mg, 0.224 mmol) in Acetonitrile (3 mL) were stirred at room temperature for 3 h and then acetonitrile (2 mL), Sodiumhydroxide (8.95 mg, 0.224 mmol) were added and the mixture was heated at reflux for 16 h. Product was used for further reaction without purification.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 16 h
  3. customProduct was used for further reaction without purification

Sources & evidence

ORD record
ord-e93c3bc0b808426aa4568fbd3d4bdadd
Source dataset
uspto-grants-2016_02
Patent number
US09266838B2

Reaction notes

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