Sodium Carbonate → 5-t-Butyl-3-methacryloylaminopyrazole

HRID 2164501Notes

Reaction equation

HRID 2164501 reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[NH:4][N:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[C:17](Cl)(=[O:21])[C:18]([CH3:20])=[CH2:19]>O.C(Cl)(Cl)(Cl)Cl>[C:7]([C:5]1[NH:4][N:3]=[C:2]([NH:1][C:17](=[O:21])[C:18]([CH3:20])=[CH2:19])[CH:6]=1)([CH3:10])([CH3:9])[CH3:8]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 13528Methacryloyl chlorideHCID 5227873-Amino-5-tert-butylpyrazole

Product 1

HCID 132359445-t-Butyl-3-methacryloylaminopyrazoleYield 57.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 5943Carbon TetrachlorideSolvent

Procedure

4.2 g (0.03 mole) of 3-amino-5-t-butylpyrazole as prepared in Example 1 was dissolved in 50 ml of water, and 3.2 g of sodium carbonate was added thereto. To the resulting aqueous solution was added dropwise 3.2 g of methacryloyl chloride dissolved in 20 ml of carbon tetrachloride at 0° C. while cooling with ice for one hour. The reaction mixture was placed at room temperature (i.e., about 20° to 30° C.), followed by filtration and washing with water to obtain 3.6 g of 5-t-butyl-3-methacryloylaminopyrazole. The mass analysis showed the presence of a molecular ion peak at 207.

Workup

  1. temperaturewhile cooling with ice for one hour
  2. customwas placed at room temperature
  3. custom(i.e., about 20° to 30° C.)
  4. filtrationfollowed by filtration
  5. washwashing with water

Sources & evidence

ORD record
ord-06d265f21e9b4f4ab2863abeb3be86fe
Source dataset
uspto-grants-1985_03
Patent number
US04505739

Reaction notes

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