Diethylamine → HCID 20538685, compound

HRID 1065795Notes

Reaction equation

HRID 1065795 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([S:10][CH3:11])[N:7]([C:12](Cl)=[O:13])[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:15]([NH:17][CH2:18][CH3:19])[CH3:16]>CCOCC>[CH2:15]([N:17]([CH2:18][CH3:19])[C:12]([N:7]1[C:8]([S:10][CH3:11])=[CH:9][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[N:6]1)=[O:13])[CH3:16]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 20538679HCID 20538679, compound

Product 1

HCID 20538685HCID 20538685, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

3-t-butyl-1-chlorocarbonyl-5-(methylthio)pyrazole (4.0 g) in ether (25 ml) was added dropwise with stirring to a solution of diethylamine (3.9 g, 5.5 ml) in ether (25 ml) at room temperature. The reaction mixture was refluxed for 1/2 hour and then filtered, and the ether layer washed with water, dried and evaporated to give crude product. Recrystallisation from petrol gave 1-(diethylcarbamoyl)-3-t-butyl-5-(methylthio)pyrazole, melting point 55°-6°. Yield 54%.

Workup

  1. temperatureThe reaction mixture was refluxed for 1/2 hour
  2. filtrationfiltered
  3. washthe ether layer washed with water
  4. customdried
  5. customevaporated
  6. customto give crude product
  7. customRecrystallisation from petrol

Sources & evidence

ORD record
ord-e356c8499e244201ba45103f7f595506
Source dataset
uspto-grants-1982_05
Patent number
US04331678

Reaction notes

Loading…