Ethylamine → HCID 14093323, compound

Participants

Reaction Conditions

Reaction Steps

A 1 liter flask equipped as in Example 2 was charged with 254 gms (2.18 moles) of chlorosulfonic acid, and then 100 gms (0.62 moles) of phenylcyclohexane was added to the stirred chlorosulfonic acid over a 11/2 hour period at 25° C. to 30° C. under N2. The mixture was stirred at 25° C. under N2 for 4 hours and then it was added to a mixture of 376 gms of 50 percent sodium hydroxide (4.7 moles), 500 mls of deionized water and 40 gms (0.62 moles) of 70 percent ethylamine at 40° C. to 50° C. over a 2 hour period at a pH above 10. The cooled reaction mixture was filtered to isolate a tan solid which was then washed with water and recrystallized from cyclohexane to give 48.7 gms (28.9% yield), m.p. 100°-101.5° C., proton NMR consistent with N-ethyl cyclohexylbenzene sulfonamide structure.

Provenance & Evidence