Ethanol → HCID 68380538, compound

Participants

Reaction Conditions

Reaction Steps

In a 300 mL three-neck flask were put 3.4 g (50 mmol) of sodium ethoxide, 13 g (50 mmol) of N-(4-bromophenyl)isobutyrthioamide synthesized in Step 2, and 80 mL of ethanol, and the mixture was stirred at room temperature for 2 hours. After the stirring, 4.0 mL of iodoethane was added to this mixture, and the mixture was stirred at 60° C. for 6 hours. After the stirring, ethanol was distilled off to give a brown oily substance. This oily substance was dissolved in dichloromethane, and washed with water and a saturated aqueous solution of sodium hydrogen carbonate. After the washing, anhydrous magnesium sulfate was added to the organic layer for drying. This mixture was subjected to gravity filtration, and the resulting filtrate was concentrated to give 13 g of N-[1-(ethylsulfanyl)isobutylidene]-4-bromoaniline as a brown oily substance in a yield of 88%. The reaction scheme of Step 3 is shown in (b-3) below.

Provenance & Evidence