1-(ethylsulfonylmethylsulfonyl)ethane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Ten grams (0.05 mole) of bis(ethylsulfonyl)methane, prepared by the procedure described in Cronyl "Sulfones. I. Methods for the Preparation of Certain Alkanes, Alkenes, Acids and Lactones with Bis-(ethylsulfonyl)-methane" in J. Am. Chem. Soc., vol. 74, page 1225 (see p. 1228), published 1952, was mixed with 7.4 grams (0.05 mole) of ethyl orthoformate and 6.4 grams (0.05 mole) of p-chloroaniline and the mixture was heated at 95°-145°C. (pot) during which time about 7 milliliters of ethanol distilled off. The reaction mixture was then further heated at 150°-160°C. for 1 hour and then cooled. The solid reaction product was then washed with cold ethanol, and recrystallized from ethanol to give 7.3 grams of 2,2-bis(ethylsulfonyl)vinyl-4-chloroaniline, melting point 173°-175°C. having the structural formula ##SPC5## distilled off The reaction mixture was then further heated at 150°-160°C. for 1 hour cooled The solid reaction product was then washed with cold ethanol recrystallized from ethanol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Ten grams (0.05 mole) of bis(ethylsulfonyl)methane, prepared by the procedure described in Cronyl "Sulfones. I. Methods for the Preparation of Certain Alkanes, Alkenes, Acids and Lactones with Bis-(ethylsulfonyl)-methane" in J. Am. Chem. Soc., vol. 74, page 1225 (see p. 1228), published 1952, was mixed with 7.4 grams (0.05 mole) of ethyl orthoformate and 6.4 grams (0.05 mole) of p-chloroaniline and the mixture was heated at 95°-145°C. (pot) during which time about 7 milliliters of ethanol distilled off. The reaction mixture was then further heated at 150°-160°C. for 1 hour and then cooled. The solid reaction product was then washed with cold ethanol, and recrystallized from ethanol to give 7.3 grams of 2,2-bis(ethylsulfonyl)vinyl-4-chloroaniline, melting point 173°-175°C. having the structural formula ##SPC5## distilled off The reaction mixture was then further heated at 150°-160°C. for 1 hour cooled The solid reaction product was then washed with cold ethanol recrystallized from ethanol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Ten grams (0.05 mole) of bis(ethylsulfonyl)methane, prepared by the procedure described in Cronyl "Sulfones. I. Methods for the Preparation of Certain Alkanes, Alkenes, Acids and Lactones with Bis-(ethylsulfonyl)-methane" in J. Am. Chem. Soc., vol. 74, page 1225 (see p. 1228), published 1952, was mixed with 7.4 grams (0.05 mole) of ethyl orthoformate and 6.4 grams (0.05 mole) of p-chloroaniline and the mixture was heated at 95°-145°C. (pot) during which time about 7 milliliters of ethanol distilled off. The reaction mixture was then further heated at 150°-160°C. for 1 hour and then cooled. The solid reaction product was then washed with cold ethanol, and recrystallized from ethanol to give 7.3 grams of 2,2-bis(ethylsulfonyl)vinyl-4-chloroaniline, melting point 173°-175°C. having the structural formula ##SPC5## distilled off The reaction mixture was then further heated at 150°-160°C. for 1 hour cooled The solid reaction product was then washed with cold ethanol recrystallized from ethanol