REACTIONS OF 2-CYCLOHEXENONES WITH GUANIDINE

被引:13
作者
WENDELIN, W
KERN, W
机构
[1] Institut für Pharmazeutische Chemie, Universität Graz, Graz
来源
MONATSHEFTE FUR CHEMIE | 1979年 / 110卷 / 04期
关键词
2,4-Diazabicyclo[3.3.1]nonan-3-imines; 2-Pyrimidinimines; bicyclic;
D O I
10.1007/BF00906681
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
3-Methyl-5-phenyl-2-cyclohexenone (6 a), 3,5-dimethylcyclohexenone 6 b, 3-methylcyclohexenone 6 c and 2-cyclohexenone (6 d) resp. react with guanidine in toluene and methanol resp. to give the substituted 2,4-diazabicyclo[3.3.1]nonane-3-imines 7 a-d. The condensation of isophorone 6 e with guanidine (to form 7 e) could not be accomplished. The structures of the compounds 7 a-d are deduced from their IR- and NMR-spectra; the mechanism and the steric course of the reaction are discussed. Salts of 7 a-d were also prepared. 7 a and b showed no significant herbicidal and only small fungicidal and insecticidal activities in screening tests. © 1979 Springer-Verlag.
引用
收藏
页码:861 / 868
页数:8
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