Chloromethacrylonitrileおよび゛Chloroisobutyronitrileに関する研究(第1報)ChloromethacrylonitrileおよびChloroisobutyronitrileのPyrimidine化合物への誘導

概要

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3-Chloro-2-chloromethylacrylonitrile (5), 2-chloromethyl-2,3-dichloropropionitrile (7), and 3-chloro-2-dichloromethylpropionitrile (12) reacted smoothlyl with acetamidine in benzene or methanol to give 2,7-dimethyl-5,6-dihydropyrimido [4,5-d] pyrimidine (17), which was hydrolyzed to 4-amino-5-aminomethyl-2-methylpyrimidine, an important intermediate in the thiamine synthesis. The chlorocompounds (5,7,12) were synthesized by the (1) photochlorination of monochloromethacrylonitriles, (2) photochlorination of mono- and di-chloroisobutyronitriles, (8) pyrolysis of sym- and unsym-dichloroacetone cyanohydrin acetates, and (4) dehydrochlorination of trichloroisobutyronitrile and addition of hydrogen chloride to dichloromethacrylonitriles.
公益社団法人日本薬学会の論文
1973-10-25