Diethylcarbamoyl chloride → HCID 13228711, compound

HRID 615813Notes

Reaction equation

HRID 615813 reaction equation
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[NH:4][N:3]=1.[CH2:11]([N:13]([CH2:17][CH3:18])[C:14](Cl)=[O:15])[CH3:12]>C(Cl)Cl>[CH2:11]([N:13]([CH2:17][CH3:18])[C:14]([NH:1][C:2]1[CH:6]=[C:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[NH:4][N:3]=1)=[O:15])[CH3:12]

Participants

4

Reactant 2

HCID 6916Diethylcarbamoyl chlorideHCID 5227873-Amino-5-tert-butylpyrazole

Product 1

HCID 13228711HCID 13228711, compoundYield 44.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.2 g of Compound [II] was dissolved in 50 ml of methylene chloride, and 4.1 g of N,N-diethylcarbamoyl chloride was added to the solution. The mixture was heated under refluxing for 5 hours and cooled, followed by washing with water. The organic layer was collected, and the solvent was distilled off. The residue was subjected to crystallization by the addition of hexane. The crystals obtained were collected by filtration and dried to obtain 3.2 g of N,N-diethyl N'-(5-t-butyl-3-pyrazolyl)urea.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder refluxing for 5 hours
  3. temperaturecooled
  4. washby washing with water
  5. customThe organic layer was collected
  6. distillationthe solvent was distilled off
  7. customThe residue was subjected to crystallization by the addition of hexane
  8. customThe crystals obtained
  9. filtrationwere collected by filtration
  10. customdried

Sources & evidence

ORD record
ord-e9894a371f3645b6ac33af582b6de1e6
Source dataset
uspto-grants-1985_02
Patent number
US04501606

Reaction notes

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