Dimethylcarbamoyl Chloride → HCID 13228710, compound

HRID 615812Notes

Reaction equation

HRID 615812 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(N(CC)CC)C.[CH3:18][N:19]([CH3:23])[C:20](Cl)=[O:21]>C(Cl)Cl>[CH3:18][N:19]([CH3:23])[C:20]([NH:1][C:2]1[CH:6]=[C:5]([C:7]([CH3:10])([CH3:9])[CH3:8])[NH:4][N:3]=1)=[O:21]

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 5227873-Amino-5-tert-butylpyrazole

Product 1

HCID 13228710HCID 13228710, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.2 g of Compound [II] and 3.2 g of triethylamine were dissolved in 50 ml of methylene chloride, and 3.2 g of N,N-dimethylcarbamoyl chloride was added to the solution. The mixture was heated under refluxing and cooled, followed by washing with water. The organic layer was collected, and the solvent was distilled off. The residue was solidified by the addition of a mixed solvent of hexane and benzene. The solid obtained was collected by filtration and dried to obtain 2.0 g of N,N-dimethyl N'-(5-t-butyl-3-pyrazolyl)urea. This compound was recrystallized from hydrous methanol and found to have a melting point of 220° C. to 222° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder refluxing
  3. temperaturecooled
  4. washby washing with water
  5. customThe organic layer was collected
  6. distillationthe solvent was distilled off
  7. additionThe residue was solidified by the addition of a mixed solvent of hexane and benzene
  8. customThe solid obtained
  9. filtrationwas collected by filtration
  10. customdried

Sources & evidence

ORD record
ord-a283d730f45745da97ab618cabd3929e
Source dataset
uspto-grants-1985_02
Patent number
US04501606

Reaction notes

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