Benzenesulfonyl cyanide

The higher-melting sulfonyl cyanides which separate as solids should be dried when dissolved in a suitable solvent, e.g., benzene. p-Nitro-benzenesulfonyl cyanide is not readily extracted from the reaction mixture it is collected on a Buchner funnel, pressed as dry as possible, dissolved in benzene, washed with water, and dried over anhydrous calcium chloride. 

Benzenesulfonyl cyanide, 4-chloro-[24225-00-l],57,89 Benzenesulfonyl cyanide, 4-cyano-[52101-15-2],57,89 Benzenesulfonyl cyanide, 4-methoxy-[24225-04-5],57,89 Benzenesulfonyl cyanide, 4-methyl-[19158-51-1],57,89 Benzenesulfonyl cyanide, 4-nitro-, [52l0l-16-3],57, 89 Benzenethiol, [108-98-5], 55, 122 58,... 

Benzenesulfonyl cyanide stirred 2 hrs. at 50° with 1.1 moles hydroxylamine hydrodiloride and 1.2 moles NaHCOg in methanol -> benzenesulfonylformamid-oxime. Y 81%. F. e. s. U. Treuner, Synthesis 1972, 559. 

A thiazole derivative that incorporates a fragment of the amphetamine molecule shows some CNS stimulant activity more specifically, the compound antagonizes the depression caused by overdoses of barbiturates and narcotics. Reaction of benzalde-hyde with sodium cyanide and benzenesulfonyl chloride gives the toluenesulfony1 ester of the cyanohydrin (141). Reaction of this with thiourea leads directly to aminophenazole (143) It is probable the reaction proceeds by displacement of the tosylate by the thiourea sulfur to give 142 addition of the amino group to the nitrile followed by tautomerization affords the observed product. ... 

Disubstituted pyrido[3,4- ]pytazines 90 were reacted with equivalent amounts of trimethylsilyl cyanide and acyl chlorides or chloroformates in the presence of a catalytic amount of AICI3 in CH2CI2 to give the Reissert compounds 91, where the reactions occurred across the C-5,N-6 bond <1994JHC819>. On the other hand, treatment of 90 (R = = Ph) with benzenesulfonyl chloride and trimethylsilyl cyanide in the presence of a catalytic amount of... 

Reaction of quinazoline with benzenesulfonyl chloride and trimethylsilyl cyanide in anhydrous dichloromethane affords quinazoline-4-carbonitrile (43 %) and 3,4-dihydroquinazoline-4-car-bonitrile hydrochloride (17... 

Treatment of 2,3-diphenylpyrido[3,4-/>]pyrazine (9) with benzenesulfonyl chloride, trimethylsilyl cyanide, and a catalytic amount of aluminum trichloride gives 2,3-diphenylpyrido[3,4-/>]pyrazine-5-carbonitrile (10) in 50% yield.1... 

Numerous studies have been devoted to the addition of RSO2X to olefins. The propagation steps for these chain processes are shown in Scheme 13. The main factors controlling the reactivity of sulfonyl radicals are polar effects and the reversibility of the addition. Sulfonyl radicals exhibit an electrophilic character with respect to addition to olefins [98]. Evidence for the reversibility came early from the observation of the isomerization of cis- and rran -2-butenes during their copolymerization with sulfur dioxide and their Cu(I)-mediated reaction with benzenesulfonyl chloride [99]. Therefore, the chain transfer of alky] adduct radica]s has to compete effectively with -elimination of sulfonyl radicals (see Scheme 13). Selenosulfonates, sulfonyl halides, and sulfonyl cyanides are the most popular substrates that meet this property. 

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