Water → HCID 20538685, compound

HRID 1065796Notes

Reaction equation

HRID 1065796 reaction equation
Cl[C:2]([N:4]1[C:8]([S:9][CH3:10])=[CH:7][C:6]([C:11]([CH3:14])([CH3:13])[CH3:12])=[N:5]1)=[O:3].[CH2:15]([NH:17][CH2:18][CH3:19])[CH3:16].O>C1C=CC=CC=1>[CH2:15]([N:17]([CH2:18][CH3:19])[C:2]([N:4]1[C:8]([S:9][CH3:10])=[CH:7][C:6]([C:11]([CH3:14])([CH3:13])[CH3:12])=[N:5]1)=[O:3])[CH3:16]

Participants

5

Reactant 3

HCID 962WaterHCID 8021DiethylamineHCID 20538679HCID 20538679, compound

Product 1

HCID 20538685HCID 20538685, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a stirred solution of 1-chlorocarbonyl-3-tert-butyl-5-(methylthio)pyrazole (23 g) in benzene (200 ml) at room temperature was added dropwise diethylamine (16 g, 23 ml). A white precipitate formed rapidly. The reaction mixture was refluxed (at 80°) for two hours, allowed to cool, and water (100 ml) added. The organic layer was washed once again with water, separated, dried and evaporated to give 1-(diethylcarbamoyl)-3-t-butyl-5-(methylthio)pyrazole. Recrystallisation from petrol gave the pure compound (16.5 g, 59% yield), of melting point 55°-6°.

Workup

  1. customA white precipitate formed rapidly
  2. temperatureThe reaction mixture was refluxed (at 80°) for two hours
  3. temperatureto cool
  4. washThe organic layer was washed once again with water
  5. customseparated
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-f2573497e2a24ce49c95a36ead314502
Source dataset
uspto-grants-1982_05
Patent number
US04331678

Reaction notes

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