吴小云, 龚维, 陈治明, 陈卓, 尹晓刚. DMAP催化“一锅法”合成4,6-二苯基-2-氨基-3,5-二氰基-4H-吡喃衍生物[J]. 云南大学学报(自然科学版), 2019, 41(1): 144-150. doi: 10.7540/j.ynu.20180134
引用本文: 吴小云, 龚维, 陈治明, 陈卓, 尹晓刚. DMAP催化“一锅法”合成4,6-二苯基-2-氨基-3,5-二氰基-4H-吡喃衍生物[J]. 云南大学学报(自然科学版), 2019, 41(1): 144-150. doi: 10.7540/j.ynu.20180134
WU Xiao-yun, GONG Wei, CHEN Zhi-ming, CHEN Zhuo, YIN Xiao-gang. One pot synthesis of 2-amino-3,5-dicyano-4,6-diphenyl-4H-pyran derivatives catalyzed by DMAP[J]. Journal of Yunnan University: Natural Sciences Edition, 2019, 41(1): 144-150. DOI: 10.7540/j.ynu.20180134
Citation: WU Xiao-yun, GONG Wei, CHEN Zhi-ming, CHEN Zhuo, YIN Xiao-gang. One pot synthesis of 2-amino-3,5-dicyano-4,6-diphenyl-4H-pyran derivatives catalyzed by DMAP[J]. Journal of Yunnan University: Natural Sciences Edition, 2019, 41(1): 144-150. DOI: 10.7540/j.ynu.20180134

DMAP催化“一锅法”合成4,6-二苯基-2-氨基-3,5-二氰基-4H-吡喃衍生物

One pot synthesis of 2-amino-3,5-dicyano-4,6-diphenyl-4H-pyran derivatives catalyzed by DMAP

  • 摘要: 使用DMAP为催化剂,芳香醛、苯甲酰乙腈、丙二腈为原料,乙醇作溶剂,一锅法合成2-氨基-3,5-二氰基-4H-吡喃衍生物. 通过单因素试验考察了催化剂用量、反应时间、温度及原料摩尔比对目标产物产率的影响. 结果表明:合成该化合物的优化工艺条件为:催化剂的最佳用量为苯甲酰乙腈物质的量的10 %,反应时间20 min,反应温度为70℃,原料摩尔比n(不同取代的苯甲醛)∶n(苯甲酰乙腈)∶n(丙二腈)=1.1∶1.0∶1.1. 产率在89.9%~98.5%之间. 此方法为2-氨基-3-氰基-4H-吡喃衍生物的合成提供了一种高效、快速的合成路线.

     

    Abstract: The 2-amino-3,5-dicyano-4,6-diphenyl-4H-pyran derivatives were synthesized by one-pot method using DMAP as catalyst, aromatic aldehyde, benzoylacetonitrile and malononitrile as raw materials and ethanol as solvent.The effects of catalyst dosage, reaction time, reaction temperature, molar ratio of raw materials on yield were investigated. The results showed that the optimum process conditions for the synthesis of this compound were as follows: the catalyst dosage was 10 mol% of benzoylacetonitrile, The mole ratio of aromatic aldehyde to benzoylacetonitrile and malononitrile was 1.1∶1.0∶1.1.The yields range from 89.9 % to 98.5%. This methodology provides one convenient and high efficient approach to the 2-amino-3,5-dicyano-4,6-diphenyl-4H-pyran derivatives library.

     

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