Methyl Isocyanate → Aldicarb [ISO]

HRID 231663Notes

Reaction equation

HRID 231663 reaction equation
[CH3:1][C:2]([S:7][CH3:8])([CH3:6])[CH:3]=[N:4][OH:5].[CH3:9][N:10]=[C:11]=[O:12]>O>[CH3:1][C:2]([S:7][CH3:8])([CH3:6])[CH:3]=[N:4][OH:5].[CH3:9][NH:10][C:11]([O:5][N:4]=[CH:3][C:2]([CH3:6])([S:7][CH3:8])[CH3:1])=[O:12]

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 154362-Methylthio-2-methylpropionaldoxime

Product 2

HCID 2086Aldicarb [ISO]HCID 154362-Methylthio-2-methylpropionaldoxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The carbamoylation step of the process of this invention can be conducted by mixing 2-methyl-2-(methylthio) propionaldehyde oxime with water at a preferred temperature of from about 0° C. to about 30° C. after which a catalyst is optionally added to the mixture. While maintaining the reaction temperature between about 0° C. and 30° C., methyl isocyanate is added with vigorous stirring over a sufficient period of time to provide for substantially complete conversion of 2-methyl-2-(methylthio) propionaldehyde oxime to 2-methyl-2-(methylthio) propionaldehyde O-(methylcarbamoyl) oxime. The carbamoylation step of the process of this invention can provide 2-methyl-2-(methylthio) propionaldehyde O-(methylcarbamoyl) oxime on a yield basis in excess of 90 percent based on the weight of 2-methyl-2-(methylthio) propionaldehyde oxime.

Workup

  1. additionis optionally added to the mixture
  2. additionis added

Sources & evidence

ORD record
ord-fd2c4fe8f1b84133abdce1791e63f15a
Source dataset
uspto-grants-1989_07
Patent number
US04847413

Reaction notes

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