Methyl Isocyanate → HCID 86733045, compound

HRID 1578557Notes

Reaction equation

HRID 1578557 reaction equation
[F:1][C:2]([F:10])([F:9])[S:3][CH2:4][C:5](=[N:7][OH:8])[CH3:6].[CH3:11][N:12]=[C:13]=[O:14]>C(N(CC)CC)C.ClCCl>[CH3:11][NH:12][C:13]([O:8][N:7]=[C:5]([CH3:6])[CH2:4][S:3][C:2]([F:10])([F:9])[F:1])=[O:14]

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 86733046HCID 86733046, compound

Product 1

HCID 86733045HCID 86733045, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-trifluoromethylthio-2-propanone oxime (0.02 mole) from Step 2, methyl isocyanate (0.22 mole) and 2 drops of triethylamine in 25 ml of dichloromethane was heated at its reflux temperature overnight. The solvent was removed by evaporation under vacuum. The residual oil was recrystallized from a mixture of petroleum ether and diethyl ether to give a pure sample of 1-trifluoromethylthio-2-propanone O-methylcarbamoyl oxime, m.p. 56°-58°C. The structure of the product was confirmed by elemental and spectral analyses.

Workup

  1. temperaturewas heated at its
  2. temperaturereflux temperature overnight
  3. customThe solvent was removed by evaporation under vacuum
  4. customThe residual oil was recrystallized from a mixture of petroleum ether and diethyl ether

Sources & evidence

ORD record
ord-ee186113f706479aaf041da1930eac29
Source dataset
uspto-grants-1976_02
Patent number
US03937738

Reaction notes

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