Methyl Isocyanate → 4-chloropyrazol-1-yl N-methylcarbamate

HRID 652697Notes

Reaction equation

HRID 652697 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].[Cl:5][C:6]1[CH:7]=[N:8][N:9]([OH:11])[CH:10]=1>C(#N)C>[CH3:1][NH:2][C:3](=[O:4])[O:11][N:9]1[CH:10]=[C:6]([Cl:5])[CH:7]=[N:8]1

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 133912524-Chloro-1H-pyrazol-1-ol

Product 1

HCID 135482804-chloropyrazol-1-yl N-methylcarbamate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

8 g of methyl isocyanate, dissolved in 50 g of acetonitrile, are added to 15 g of 4-chloro-1-hydroxypyrazole and 150 g of acetonitrile at 25° C., while stirring. Stirring is continued for 12 hours, after which the reaction mixture is evaporated down and the residue is digested 3 times with a total of 150 g of petroleum ether. 17.8 g (80% of theory) or 4-chloropyrazol-1-yl N-methylcarbamate of melting point 125° C. are obtained.

Workup

  1. stirringStirring
  2. customafter which the reaction mixture is evaporated down

Sources & evidence

ORD record
ord-9f5b1ada948f4f9eb126adc39e6b3aad
Source dataset
uspto-grants-1987_06
Patent number
US04673429

Reaction notes

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