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Methyl Isocyanate → N-methyl-carbamic acid O-(1-iso-propylpyrazol-4-yl) ester

HRID 851149
Notes
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Reaction equation

HRID 851149 reaction equation
[CH3:1][N:2]=[C:3]=[O:4].[CH:5]([N:8]1[CH:12]=[C:11]([OH:13])[CH:10]=[N:9]1)([CH3:7])[CH3:6]>CC(C)=O.C(N(CC)CC)C>[CH:5]([N:8]1[CH:12]=[C:11]([O:13][C:3](=[O:4])[NH:2][CH3:1])[CH:10]=[N:9]1)([CH3:7])[CH3:6]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 130184111-(Propan-2-yl)-1H-pyrazol-4-ol

Product 1

HCID 13018414N-methyl-carbamic acid O-(1-iso-propylpyrazol-4-yl) esterYield 95%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 180AcetoneSolvent

Conditions

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes
Temperature
45 °C

Procedure

6 g (0.105 mol) of methyl isocyanate were added to a solution of 12.6 g (0.1 mol) of 1-isopropyl-4-hydroxy-pyrazole in 100 ml of acetone and 2 drops of triethylamine. The mixture was stirred at 45° C. for 12 hours and the solvent was then distilled off in vacuo. 17.4 g (95% of theory) of N-methyl-carbamic acid O-(1-iso-propylpyrazol-4-yl) ester were thus obtained in the form of beige crystals with a melting point of 40° C.

Workup

  1. distillationthe solvent was then distilled off in vacuo

Sources & evidence

ORD record
ord-d3a9672dd9d346b18070dfedfc708c8a
Source dataset
uspto-grants-1983_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04382947

Reaction notes

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