Triethylamine → 2-Cyano-2-methylpropionaldoxime N-chloroacetyl-N-methylcarbamate

HRID 482918Notes

Reaction equation

HRID 482918 reaction equation
[C:1]([C:3]([CH3:8])([CH3:7])[CH:4]=[N:5][OH:6])#[N:2].[Cl:9][CH2:10][C:11]([N:13]([CH3:17])[C:14](Cl)=[O:15])=[O:12].C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:1]([C:3]([CH3:8])([CH3:7])[CH:4]=[N:5][OH:6])#[N:2].[Cl:9][CH2:10][C:11]([N:13]([CH3:17])[C:14](=[O:6])[O-:15])=[O:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13424133N-chloroacetyl-N-methylcarbamoyl chlorideHCID 867406812-Cyano-2-methylpropionaldoxime

Product 1

HCID 867406802-Cyano-2-methylpropionaldoxime N-chloroacetyl-N-methylcarbamateYield 137%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture of 3.24 g (0.029 m) of 2-cyano-2-methylpropionaldoxime, 5.0 g (0.029 m) of N-chloroacetyl-N-methylcarbamoyl chloride in 50 ml of toluene was added 2.92 g (0.029 m) of triethylamine. After stirring for 2 hours, the solid was filtered. The filter cake was washed with water and hexane and air dried to afford 5.2 g of a white solid with a melting point of 115° C.

Workup

  1. filtrationthe solid was filtered
  2. washThe filter cake was washed with water and hexane and air
  3. customdried

Sources & evidence

ORD record
ord-372900b553d745a39acbb99ecfa920c9
Source dataset
uspto-grants-1986_03
Patent number
US04576965

Reaction notes

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