Hydrogen Peroxide → 2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide 3-oxide

HRID 2051723Notes

Reaction equation

HRID 2051723 reaction equation
[CH3:1][C:2]1([CH2:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:9])[S:6][CH2:5][CH2:4][O:3]1.[OH:17]O>O>[CH3:1][C:2]1([CH2:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:9])[S:6](=[O:17])[CH2:5][CH2:4][O:3]1

Participants

4

Reactant 2

HCID 784Hydrogen Peroxide2×HCID 101055861,3-Oxathiolane-2-acetamide, 2-methyl-N-phenyl-2×

Product 1

HCID 130411142-methyl-N-phenyl-1,3-oxathiolane-2-acetamide 3-oxide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

bringing together the 2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide and hydrogen peroxide under basic conditions, in the presence of a catalytic quantity of a suitable heavy metal compound oxidation catalyst effective to catalyze the oxidation of said 2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide by the said hydrogen peroxide, in a liquid medium comprising water, or water plus at least one nonprotic organic liquid selected from the group consisting of (a) aromatic hydrocarbon solvent having a boiling point not greater than 145° C., (b) chlorinated hydrocarbon solvent having a boiling point not greater than 130° C., and (c) a solvent having a boiling point not greater than 130° C. which is an alkyl ester of an aliphatic carboxylic acid, and subjecting the resulting mixture while agitating to a temperature of from 0°-25° C., whereby 2-methyl-N-phenyl-1,3-oxathiolane-2-acetamide 3-oxide is formed;

Sources & evidence

ORD record
ord-5c3416ece36f4ff8a4f85a0151331676
Source dataset
uspto-grants-1980_01
Patent number
US04182716

Reaction notes

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