Sulfonated group va ylides and process for preparing same

Details Sulfonated group va ylides and process for preparing same Sulfonated group va ylides and process for preparing same

C - Chemistry, Metallurgy

07

F

260/438.1, 260/5

C07F 9/54 (2006.01) C07F 9/535 (2006.01) C07F 9/70 (2006.01) C07F 9/72 (2006.01) C07F 9/74 (2006.01) C07F 9/90 (2006.01) C07F 9/92 (2006.01)

Patent

CA 1183154

SULFONATED GROUP VA YLIDES AND PROCESS FOR PREPARING SAME Abstract Of The Disclosure There are provided novel sulfonated Group Va glides defined by the following Formula I: Image wherein R1, R2, R3, and R4 are either alike or different members selected from the group consisting of hydrogen, alkyl radicals having from about one to about 24 carbon atoms, preferably from about one to about 10 carbon atoms; aryl radicals having from about six to about 20 carbon atoms, preferably from about six to about 10 carbon atoms; alkenyl radicals having from about two to about 30 carbons atoms, preferably from about two to about 20 carbon atoms; cycloalkyl radicals having from about three to about 40 carbon atoms, preferably from about three to about 30 car- bon atoms; aralkyl and alkaryl radicals having from about six to about 40 carbon atoms, preferably from about six to about 30 carbon atoms; a halogen radical selected from the group consisting of fluorine, chlorine, bromine and io- dine, preferably chlorine; a hydroxyl group; an alkoxy or aryloxy group; a hydrocarbyl group, such as defined above, carrying halogen, hydroxyl, alkoxy or aryloxy; and a sul- fonato group (SO3-) or an alkyl, aryl, alkenyl, cyclo- alkyl, aralkyl or alkaryl group carrying a sulfonato group; M is sulfur or oxygen, preferably oxygen; F is phosphorus, arsenic or antimony, preferably phosphorus; and A is the 23 cationic residue of a base selected from the group con- sisting of an alkali metal hydroxide, an alkyl or aryl lithium, an alkoxide and a hydrocarbyl-substituted ammo- nium hydroxide. The process for preparing these sulfonated ylide comprises sulfonating an ylide defined by the following Formula II: Image to obtain the sulfonated ylide defined by the following Formula III: Image wherein R1, R2, R3, R4, F and M are as defined above The sulfonated ylide is reacted with a base selected from the group consisting of an alkali metal hydroxide, an alkyl or aryl lithium, an alkoxide and a hydrocarbyl-sub- stituted ammonium hydroxide to obtain the ylide defined by Formula I. 24

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