p-Toluenesulphonyl cyanide → HCID 19898984, compound

Participants

Reaction Steps

To a 155° C. solution of p-toluenesulfonyl cyanide (420 mg, 2.32 mmols) in 5 mL of m-dichlorobenzene is added 5-[2 [(2,6-dichloro-3-methylphenyl]amino]phenyl]-1,3,4-oxathiazol-2-one (442 mg, 1.25 mmols) in three portions. Heating is continued for 1.5 hours. The solution is cooled to room temperature and directly purified by flash chromatography, eluting with 10:1 hexane:diethyl ether providing 446 mg (73%) of 2,6-dichloro-3-methyl-N-[2-[5-[(4-methylphenyl)sulfonyl]-1,2,4-thiadiazol-3-yl]phenyl]benzenamide as a bright yellow solid; mp 130.5°-135° C.

Provenance & Evidence