Ethyl chloroformate → HCID 13469503, compound

HRID 615810Notes

Reaction equation

HRID 615810 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][CH3:16])=[O:13]>O1CCOCC1>[C:7]([C:5]1[NH:4][N:3]=[C:2]([NH:1][C:12](=[O:13])[O:14][CH2:15][CH3:16])[CH:6]=1)([CH3:10])([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 5227873-Amino-5-tert-butylpyrazole

Product 1

HCID 13469503HCID 13469503, compoundYield 25.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.8 g of Compound [II] was dissolved in 30 ml of dioxane, and 2.2 g of ethyl chloroformate was added to the solution. The mixture was then allowed to react for 5 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. The crystals were collected by filtration and washed with water and hexane to obtain 1.1 g of ethyl N-(5-t-butyl-3-pyrazolyl)carbamate.

Workup

  1. customto react for 5 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
  7. filtrationThe crystals were collected by filtration
  8. washwashed with water and hexane

Sources & evidence

ORD record
ord-0acb299e944f4d8fbf2fbeb38fbf035f
Source dataset
uspto-grants-1985_02
Patent number
US04501606

Reaction notes

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