Sodium Hydroxide → 4-Pentyl-1H-pyrazole
Reaction equation
[CH2:1]([CH:6]([CH:14](OCC)OCC)[CH:7](OCC)OCC)[CH2:2][CH2:3][CH2:4][CH3:5].S(O)(O)(=O)=O.[NH2:26][NH2:27].[OH-].[Na+]>Cl>[CH2:1]([C:6]1[CH:14]=[N:26][NH:27][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
4-Pentylpyrazole (4-PeP) was prepared by adding 2-Pentyl-1,1,3,3-tetraethoxypropane dropwise with stirring to a solution having a molar equivalent of hydrazine sulfate in 6M HCl at 40°-45° C. The mixture was kept at this temperature for 1 hour and the temperature then raised to 90° C. for 30 minutes. After the mixture cooled, 40% w/w 30 NaOH was added and the mixture thoroughly extracted with ether. Drying the ether solution over MgSO4 afforded 4-PeP. Stock solutions of 4-PeP (3 mM) were prepared by dissolution first in acetonitrile, followed by dilution with water to a final acetonitrile concentration of 8%.
Workup
- custom4-Pentylpyrazole (4-PeP) was prepared
- customat 40°-45° C
- temperatureAfter the mixture cooled
- extractionthe mixture thoroughly extracted with ether
- dry with materialDrying the ether solution over MgSO4
Sources & evidence
- ORD record
- ord-577ba6c4cd0f4e29a4a01f3d29372537
- Source dataset
- uspto-grants-1992_11
- Patent number
- US05162203
Reaction notes
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