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The synthesis and properties of thirty new 3-cycloalkene and 3-cycloalkane-3,4-dihydro-7-sulfamoyl-l,2,4-benzothiadiazine 1,1-dioxides are described. Correlations between their structure and biological activity confirm previously proposed analogies between similarly 3-substituted 3,4-unsaturated and 3,4-dihydro derivatives of the benzothiadiazine 1,1-dioxide nucleus.

3,4-dimethyl-5-phenyloxazolidine (X).41-A 7.0 g. sample (0.0425 mole) of tff-ephedrine30 was cyclized with cyanogen bromide using Method A. After recrystallization from etherpetroleum ether, 4.77 g. (50.5%) of pure 2-imino-3,4-dimethyl-5phenvl-2-oxazolidine (X) was obtained, m.p. 67-71 °. Literature41' m.p.'71-73°: )£% 3

Pyrimidine amine functions were exchanged with primary alkyl, aralkyl and arylamine groups to yield the corresponding N-This exchange reaction was particularly useful in the synthesis Adenine was con-substituted 4-amino-, 6-amino-and 2-aminopyrimidines. of 4-substituted amino-2, and 6-hydroxypyrimidines as well as 1,3-dialkyl-6-substituted aminouracils. verted to 6-benzylamino-, 6-furfurylamino-and 6-phenylaminopurine by the same reaction.