Formic Acid → 105531-86-0

HRID 839864Notes

Reaction equation

HRID 839864 reaction equation
OO.CNC(ON=[CH:9][C:10](C)(SC)[CH3:11])=O.[CH:15]([OH:17])=O.[S:18](=[O:22])(=O)(O)[OH:19].[CH2:23](Cl)Cl>>[CH3:9][C:10]([S:18]([CH3:23])(=[O:22])=[O:19])([CH3:11])[CH:15]=[O:17]

Participants

6

Reactant 5

HCID 284Formic AcidHCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 2086Aldicarb [ISO]HCID 6344Dichloromethane2×

Product 1

HCID 15646442105531-86-0

Conditions

Temperature
5 °C

Procedure

55 grams of a 30 percent aqueous hydrogen peroxide solution was added dropwise to a mixture of 55 grams of 2-methyl-2-(methylthio)propionaldehyde O-(methylcarbamoyl)oxime and 15 grams of formic acid in 200 grams of methylene chloride solution over a 15-20 minute period. The temperature rose from 25° to 40° C. during the addition. When the addition was complete 3 grams of concentrated sulfuric acid was added dropwise to maintain a gentle reflux followed by an additional 2 hours of reflux at 40°-45° C. After the reaction period was over, methylene chloride solvent was evaporated under reduced pressure. The mixture was cooled to 5° C. and filtered. The 2-methyl-2-(methylsulfonyl)propionaldehyde solid obtained was washed with 200 ml of water and dried to give 37 grams 2-methyl-2-(methylsulfonyl)propionaldehyde O-(methylcarbamoyl)oxime m.p. 145°-147° C. The yield was 90.5 percent based on 2-methyl-2-(methylthio)propionaldehyde.

Workup

  1. additionThe temperature rose from 25° to 40° C. during the addition
  2. additionWhen the addition
  3. additionwas added dropwise
  4. temperatureto maintain
  5. temperaturea gentle reflux
  6. temperatureof reflux at 40°-45° C
  7. customAfter the reaction period
  8. customwas evaporated under reduced pressure
  9. filtrationfiltered

Sources & evidence

ORD record
ord-9f76361335d04a21bfe6e9906d2d086b
Source dataset
uspto-grants-1978_06
Patent number
US04097526

Reaction notes

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