Methyl Isocyanate → HCID 86737664, compound

HRID 2286044Notes

Reaction equation

HRID 2286044 reaction equation
[Cl:1][CH2:2][C:3]([N:5]([C:12]1[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:19])[CH:6]([CH3:11])[C:7](=[N:9][OH:10])[CH3:8])=[O:4].[CH3:20][N:21]=[C:22]=[O:23]>C(Cl)Cl.C(N(CC)CC)C>[CH3:20][NH:21][C:22]([O:10][N:9]=[C:7]([CH:6]([N:5]([C:12]1[C:13]([CH3:19])=[CH:14][CH:15]=[CH:16][C:17]=1[CH3:18])[C:3](=[O:4])[CH2:2][Cl:1])[CH3:11])[CH3:8])=[O:23]

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 73683068HCID 73683068, compound

Product 1

HCID 86737664HCID 86737664, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 6344DichloromethaneSolvent

Procedure

3-(N-chloroacetyl-2,6-dimethylphenylamino)-2-butanone oxime (2.6 g) was dissolved in 75 ml methylene chloride and 5 drops of triethylamine were added. To this mixture was added 2.6 g methylisocyanate and the solution was stirred at room temperature. The solution was refluxed for 5 minutes and solvent was stripped. The oil was crystallized in ethanol-water to yield 3 g tan product. This product is tabulated as Compound No. 17 in Table I.

Workup

  1. temperatureThe solution was refluxed for 5 minutes
  2. customThe oil was crystallized in ethanol-water

Sources & evidence

ORD record
ord-2f27ac8cf5104ac5afacf03f1304cd76
Source dataset
uspto-grants-1982_04
Patent number
US04326077

Reaction notes

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