Toluene → 1-[2-(2,6-Diethyl-4-methylphenyl)-2-oxoacetyl]-1-methyl-2-(1-methylsulfonyl-2-propylidene)hydrazine

Participants

Reaction Conditions

Reaction Steps

To a 100 ml volume four-necked flask, 1-methyl-2-(1-methylsulfonyl-2-propylidene)hydrazine (5-2-1) (2.51 g), toluene (anhydrous) (10 ml), acetonitrile (anhydrous) (4.0 ml), and triethylamine (4.0 ml) were added under a nitrogen atmosphere and cooled to about 1° C. To the mixture, 2-(2,6-diethyl-4-methylphenyl)-2-oxoacetyl chloride (6-a) (3.44 g) dissolved in toluene1 (5 ml) was added dropwise over 1 hour, followed by the mixture was stirred at 0° C. for 1.5 hours. Water (30 ml) was added thereto at room temperature, and then the mixture was extracted with tert-butyl methyl ether. The organic layer was concentrated under reduced pressure to give 5.09 g of 1-[2-(2,6-diethyl-4-methylphenyl)-2-oxoacetyl]-1-methyl-2-(1-methylsulfonyl-2-propylidene)hydrazine ((4-34)-(1)-39).

Provenance & Evidence