An eco-friendly procedure for the efficient synthesis of arylidinemalononitriles and 4,4′-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) in aqueous media

Moustafa A. Gouda; Ameen A. Abu-Hashem

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An eco-friendly procedure for the efficient synthesis of arylidinemalononitriles and 4,4′-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) in aqueous media

机译：在水性介质中有效合成芳基丙二腈和4,4'-（芳基亚甲基）双（3-甲基-1-苯基-1H-吡唑-5-醇）的环保方法

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Commercially available lithium hydroxide monohydrate (LiOH·H2O) was found to be a novel “dual activation” catalyst for Knoevenagel condensation between malononitrile (1) or 3-methyl 1-phenyl-1H-pyrazol-5-(4H)-one (6) with aromatic aldehydes 2a–e leading to an efficient and easy synthesis of arylidenemalononitriles 3a–d and 4,4′-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) 7a–c in short times. The reaction of aryl aldehydes with malononitrile afforded excellent yields after 1–6 min in aqueous media at room temperature. In case of 3-methyl-1-phenyl-1H-pyrazol-5-(4H)-one (6) and aromatic aldehydes afforded good yields after 60–75 min at 90°C.

机译：发现市售的氢氧化锂一水合物（LiOH·H2O）是丙二腈（1）或3-甲基1-苯基-1H-吡唑-5-（4H）-一（6）的Knoevenagel缩合的新型“双活化”催化剂。）与芳族醛2a-e结合，可在其中高效而轻松地合成芳基丙二腈3a-d和4,4'-（芳基亚甲基）双（3-甲基-1-苯基-1H-吡唑-5-醇）7a-c时间短。在室温下于水性介质中搅拌1–6分钟后，芳基醛与丙二腈的反应收率很高。在3-甲基-1-苯基-1H-吡唑-5-（4H）-一（6）和芳族醛在90°C下60–75分钟后提供了良好的收率。

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《Green Chemistry Letters and Reviews》 |2012年第2期|共7页
作者
Moustafa A. Gouda; Ameen A. Abu-Hashem;
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中图分类化学;
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dual activationlithium hydroxide monohydrateknoevenagel condensation44′-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols)arylidenemalononitrile;

机译：双活化氢氧化锂一水合缩水甘油基缩合44'-（芳基亚甲基）双（3-甲基-1-苯基-1H-吡唑-5-醇）芳基丙二腈;

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1. An eco-friendly procedure for the efficient synthesis of arylidinemalononitriles and 4,4â²-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) in aqueous media [J] . Moustafa A. Goudaa* Ameen A. Abu-Hashemb Green Chemistry Letters and Reviews . 2012,第2期

机译：在水性介质中有效合成芳基丙二腈和4,4'-（芳基亚甲基）双（3-甲基-1-苯基-1H-吡唑-5-醇）的生态友好程序
2. Efficient pseudo five-component synthesis of 4,4′-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ol) derivatives promoted by a novel ionic liquid catalyst [J] . ZahraAbshirini, AbdolkarimZare Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences . 2018,第3a4期

机译：高效的伪五组分合成4,4' - （芳基甲基）-BIS（3-甲基-1-苯基-1H-吡唑-5-醇-5-醇）衍生物，由新型离子液体催化剂促进
3. One-pot efficient pseudo-five-components synthesis of 4,4-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) at room temperature assisted by K2CO3 [J] . Banerjee Dipanwita, Karmakar Rajiv, Kayal Utpal, Synthetic Communications . 2017,第9a12期

机译：在K2CO3辅助的室温下施用4,4-（芳基甲基）双（3-甲基-1-苯基-1H-吡唑-5-醇溶酚-5-OLS）的一盆效率的伪五组分合成
4. A mild, eco-friendly and efficient zeolite catalyzed synthesis of vibrindole A and bis(indolyl)methanes [C] . M. Karthik, M. Palanichamy, V. Murugesan International Symposium on Nanoporous Materials; 20050607-10; Niagara Falls(CA) . 2005

机译：温和，环保，高效的沸石催化合成纤颤素A和双（吲哚基）甲烷
5. Aqueous remediation of 4,4'-dichlorobiphenyl by Fenton's reagent: A study of oxidative degradation, byproduct production, and toxicological effect. [D] . Satoh, Andrea Yuki. 2008

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6. Facile Iodine-Catalyzed Michael Addition of Indoles to αα′-Bis(arylmethylene)cyclopentanones: An Efficient Synthesis of E-2-(3-Indolylphenylmethyl)-5-phenylmethylenecyclopentanones [O] . Rammohan Pal, Arpita Das Gupta, Asok K. Mallik 2012

机译：简便的碘催化αα-双（芳基亚甲基）环戊酮的吲哚迈克尔加成反应：E-2-（3-吲哚基苯基甲基）-5-苯基亚甲基环戊酮的高效合成
7. Synthesis of Nano Magnetite Fe3O4 Based Vanadic Acid: A Highly Efficient and Recyclable Novel Nano-catalyst for the Synthesis of 4,4’-(arylmethylene)-bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) [O] . Safaiee, Maliheh, Ali Zolfigol, Mohammad, Derakhshan-Panah, Fatemeh, 2016

机译：纳米磁铁矿Fe3O4基钒酸的合成：一种高效且可回收的新型纳米催化剂，用于合成4,4'-（芳基亚甲基）-双（3-甲基-1-苯基-1H-吡唑-5-醇）

An eco-friendly procedure for the efficient synthesis of arylidinemalononitriles and 4,4′-(arylmethylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ols) in aqueous media

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