Role of alkyl substitution in 2,3-disubstituted and 3-substituted 4-quinazolones on the inhibition of pyruvic acid oxidation.
Role of alkyl substitution in 2,3-disubstituted and 3-substituted 4-quinazolones on the inhibition of pyruvic acid oxidation.
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DOI：
10.1021/jm00301a035
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发表时间：
1969
影响因子：
7.3
通讯作者：
S. Parmar;K. Kishor;P. Seth;Ramesh Chandra Arora
中科院分区：
文献类型：
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作者：
S. Parmar;K. Kishor;P. Seth;Ramesh Chandra Arora
方法B。-将甲基取代的N-甲基吡啶鎓或喹啉鎓碘化物（0.02摩尔）和0.02-0.03摩尔适当的醛在30±10 ml含有约5滴哌啶的MeOII中的溶液回流3小时（VIII、IX、XVT和XX需要最多20小时）。将反应混合物冷却，如果需要，加入乙醚以使产物完全沉淀，然后将其从醇或醇中再结晶。氯化N-苄基-4-（1-苯基乙烯基）吡啶（VI）。将3克（0.017摩尔）4-苯乙烯基吡啶和3.2克（0.025摩尔）苄基氯在30毫升二氧六环中的溶液回流15小时。N-（正己基）-4-（1-苯乙烯基）溴化吡啶（V）。将3g（. 0.017摩尔）4-苯乙烯基吡啶和16.5克（0.1摩尔）溴己烷加热回流17小时。向冷却的反应混合物中加入60毫升Et 2 O，滤出沉淀产物。将粗制备物从已加入Et> 0的温热f-PrOM中再结晶至初始沉淀，然后冷却。碘化N-甲基-2，4-双（1-苯基乙烯基）吡啶鎓（XX）。
Method B.—A solution of a methyl-substituted N-methvlpyridinium or-quinolinium iodide (0.02 mole) and 0.02-0.03 mole of the appropriate aldehyde in 30±10 ml of MeOII containing about 5 drops of piperidine was refluxed for 3-ti hr í VIII, IX, XVT, and XX required up to 20 hr). The reaction mixllire was cooled and ether ivas added, if necessary, to complete precipitation of product which was then reerystallized from an alcohol or 11,(). Most of the methoquaternaries were prepared by this procedure.N-Benzyl-4-(1-pheny letheny 1) pyridinium Chloride (VI).—A solution of 3 g (0.017 mole) of 4-styrylpyridine and 3.2 g (0.025 mole) of benzyl chloride in 30 ml of dioxane was refluxed for 15 hr. The crude product which separated on cooling was filtered oil'and reerystallized several times (¿-PrOII). N-(n-Hexyl)-4-(I-phenyletheny 1) pyridinium Bromide (V). A mixture of 3 g (. 017 mole) of 4-styrylpyridine and 16.5 g (0.1 mole) of bromohexane was heated to reflux for 17 hr. To the cooled reactionmixture was added 60 ml of EtjO and the pre-cipitated product was filtered off. The crude preparation was reerystallized from warm f-PrOM to which Et> 0 had been added to incipient precipitation, followed by cooling. N-Methyl-2, 4-bis (l-phenylethenyI) pyridinium Iodide (XX).—