Water → HCID 13235942, compound

HRID 2164498Notes

Reaction equation

HRID 2164498 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+].[C:16](Cl)(=[O:21])[CH2:17][CH2:18][CH2:19][CH3:20].O>CC(C)=O>[C:7]([C:5]1[NH:4][N:3]=[C:2]([NH:1][C:16](=[O:21])[CH2:17][CH2:18][CH2:19][CH3:20])[CH:6]=1)([CH3:10])([CH3:9])[CH3:8]

Participants

6

Reactant 4

HCID 962WaterHCID 61186Valeryl chlorideHCID 516892Sodium BicarbonateHCID 5227873-Amino-5-tert-butylpyrazole

Product 1

HCID 13235942HCID 13235942, compoundYield 33.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.6 g (0.04 mole) of 3-amino-5-t-butylpyrazole prepared in Example 1 was dissolved in 50 ml of acetone, and 4 g of sodium bicarbonate was suspended thereinto. To the suspension was added dropwise 3.7 g of valeryl chloride with stirring. After completion of the dropwise addition, the mixture was further allowed to react at 40° C. for 3 hours. Water was added to the reaction mixture, from which the reaction product was extracted with methylene chloride, followed by the concentration of methylene chloride solution. Thereafter, hexane was added thereto whereby crystals were precipitated. The crystals were collected by filtration and washed with water and benzene to obtain 2.3 g of 5-t-butyl-3-valerylaminopyrazole.

Workup

  1. additionAfter completion of the dropwise addition
  2. customto react at 40° C. for 3 hours
  3. extractionwas extracted with methylene chloride
  4. additionThereafter, hexane was added
  5. customwhereby crystals were precipitated
  6. filtrationThe crystals were collected by filtration
  7. washwashed with water and benzene

Sources & evidence

ORD record
ord-9b646842a5db44a9a7771320d9a5c8e2
Source dataset
uspto-grants-1985_03
Patent number
US04505739

Reaction notes

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