Water → HCID 13235946, compound

HRID 2164499Notes

Reaction equation

HRID 2164499 reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[NH:4][N:3]=1.[Cl:11][CH2:12][C:13](Cl)=[O:14].O>C1C=CC=CC=1>[C:7]([C:5]1[NH:4][N:3]=[C:2]([NH:1][C:13](=[O:14])[CH2:12][Cl:11])[CH:6]=1)([CH3:10])([CH3:9])[CH3:8]

Participants

5

Reactant 3

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 5227873-Amino-5-tert-butylpyrazole

Product 1

HCID 13235946HCID 13235946, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

28 g (0.2 mole) of 3-amino-5-t-butylpyrazole prepared in Example 1 as dissolved in 200 ml of benzene, and 23 g of monochloroacetyl chloride was added dropwise thereto at 30° to 40° C. while cooling with water. After completion of the dropwise addition, the mixture was further allowed to react under reflux conditions for 5 hours. Thereafter, the resulting product was cooled and stirred whereby crystals were precipitated. The crystals were collected by filtration and washed with water and benzene to obtain 31 g of 5-t-butyl-3-monochloroacetylaminopyrazole.

Workup

  1. additionAfter completion of the dropwise addition
  2. customto react under reflux conditions for 5 hours
  3. temperatureThereafter, the resulting product was cooled
  4. customwere precipitated
  5. filtrationThe crystals were collected by filtration
  6. washwashed with water and benzene

Sources & evidence

ORD record
ord-65ddbc67488a4729aaf2731abfd1909f
Source dataset
uspto-grants-1985_03
Patent number
US04505739

Reaction notes

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