Methyl chloroformate → Methyl (5-tert-butyl-1H-pyrazol-3-yl)carbamate

HRID 615814Notes

Reaction equation

HRID 615814 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(=O)(O)[O-].[Na+].Cl[C:17]([O:19][CH3:20])=[O:18]>O>[C:7]([C:5]1[NH:4][N:3]=[C:2]([NH:1][C:17](=[O:18])[O:19][CH3:20])[CH:6]=1)([CH3:10])([CH3:9])[CH3:8]

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 516892Sodium BicarbonateHCID 5227873-Amino-5-tert-butylpyrazole

Product 1

HCID 13469501Methyl (5-tert-butyl-1H-pyrazol-3-yl)carbamateYield 73.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

42 g of Compound [II] and 30 g of sodium bicarbonate were dissolved in 2 l of water, and 34 g of methyl chloroformate was added dropwise to the solution over 1.5 hours at 10° C. The mixture was allowed to react at 10° C. for one hour. After completion of the reaction, the solid product was collected by filtration, washed with water and dried to obtain 44 g of methyl N-(5-t-butyl-3-pyrazolyl)carbamate.

Workup

  1. customto react at 10° C. for one hour
  2. customAfter completion of the reaction
  3. filtrationthe solid product was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-5c9884640c3643adbc77820117361fdb
Source dataset
uspto-grants-1985_02
Patent number
US04501606

Reaction notes

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