Methyl chloroformate → HCID 13491755, compound

HRID 463949Notes

Reaction equation

HRID 463949 reaction equation
[CH3:1][NH:2][C:3]1[CH:7]=[C:6]([C:8]([CH3:11])([CH3:10])[CH3:9])[NH:5][N:4]=1.C(=O)(O)[O-].[Na+].Cl[C:18]([O:20][CH3:21])=[O:19]>O>[C:8]([C:6]1[NH:5][N:4]=[C:3]([N:2]([CH3:1])[C:18](=[O:19])[O:20][CH3:21])[CH:7]=1)([CH3:11])([CH3:9])[CH3:10]

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 516892Sodium BicarbonateHCID 1349175496054-26-1

Product 1

HCID 13491755HCID 13491755, compoundYield 64.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

70 g of 3-(N-methylamino)-5-t-butylpyrazole as prepared in Reference Example was dissolved in 1.5 l of water together with 46 g of sodium bicarbonate, and 52 g of methyl chloroformate was added dropwise to the aqueous solution over 1.5 hours at 10° C. The mixture was allowed to react at 10° C. for 1 hour. After completion of the reaction, the solid product was collected by filtration, washed with water and hexane and dried to obtain 62 g of methyl N-(5-tert-butyl-3-pyrazolyl)-N-methylcarbamate.

Workup

  1. additionwas added dropwise to the aqueous solution over 1.5 hours at 10° C
  2. customto react at 10° C. for 1 hour
  3. customAfter completion of the reaction
  4. filtrationthe solid product was collected by filtration
  5. washwashed with water and hexane
  6. customdried

Sources & evidence

ORD record
ord-6cc96a760ff1436cba9bad943da55e4e
Source dataset
uspto-grants-1985_10
Patent number
US04545809

Reaction notes

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