Allyl chloroformate → HCID 13373348, compound

HRID 615811Notes

Reaction equation

HRID 615811 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[C:12]([O:14][CH2:15][CH:16]=[CH2:17])=[O:13]>O1CCOCC1>[C:7]([C:5]1[NH:4][N:3]=[C:2]([NH:1][C:12](=[O:13])[O:14][CH2:15][CH:16]=[CH2:17])[CH:6]=1)([CH3:10])([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 18052Allyl chloroformateHCID 5227873-Amino-5-tert-butylpyrazole

Product 1

HCID 13373348HCID 13373348, compoundYield 43.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5.5 g of Compound [II] was dissolved in 30 ml of dioxane, and 4.2 g of allyl chloroformate was added to the solution. The mixture was allowed to react for 8 hours under refluxing. After completion of the reaction, the solvent was distilled off, and hexane and a potassium carbonate aqueous solution were added to the residue to form crystals. Thus, 3.4 g of allyl N-(5-t-butyl-3-pyrazolyl)carbamate was obtained. This compound was recrystallized from hydrous methanol and found to have a melting point of 131° C. to 132° C.

Workup

  1. customto react for 8 hours
  2. temperatureunder refluxing
  3. customAfter completion of the reaction
  4. distillationthe solvent was distilled off
  5. additionhexane and a potassium carbonate aqueous solution were added to the residue
  6. customto form crystals

Sources & evidence

ORD record
ord-2c734971e55c4d57a114871d83a4b231
Source dataset
uspto-grants-1985_02
Patent number
US04501606

Reaction notes

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