[γ-Fe2O3-HAp-(CH2)3-NHSO3H]纳米颗粒作为绿色一锅合成4(3H)-喹唑啉酮的高效磁可分离催化剂

IF 1.2 Q4 NANOSCIENCE & NANOTECHNOLOGY international journal of nano dimension Pub Date : 2015-12-01 DOI:10.7508/IJND.2015.05.004
M. Dadgar, N. Kalkhorani
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引用次数: 4

摘要

喹唑啉酮衍生物是广泛的相关药效团的基本单位,具有广泛的功能。由于其广泛的药理和治疗活性,包括抗惊厥、抗炎、降血脂、抗癌和抗溃疡,喹唑啉酮部分作为一类特殊的融合杂环化合物的合成受到了广泛的关注。以市售原料为原料,建立了一锅三组分高效合成4(3H)-喹唑啉酮的工艺路线。为了制备收率较高的目标化合物,在丙基氨基磺酸功能化的磁性羟基磷灰石纳米粒子(a- fe 2 O 3 - hap - (CH 2) 3 - nhso 3 H)的存在下,进行了异核酸酐、酰基氯化物和胺的反应,作为一种高效的磁可分离的Bronsted酸催化剂。有机层在无水硫酸钠上干燥并过滤。滤液在真空下浓缩,残渣以96%的乙醚重结晶得到高产率的2,3 -二取代4-(3H)-喹唑啉酮衍生物。优化了反应条件,包括溶剂、(a- fe2o3 - hap -(ch2) 3 - nhso3h)用量、反应时间和反应温度。
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[γ-Fe2O3-HAp-(CH2)3-NHSO3H] nanoparticles as a highly efficient and magnetically separable catalyst for green one-pot synthesis of 4(3H)-Quinazolinones
Quinazolinone derivatives are essential units in a wide range of relevant pharmacophores with a broad spectrum of abilities. Due to their wide range of pharmacological and therapeutic activities including anticonvulsant, anti-inflammatory, hypolipidemic, anticancer, and anti-ulcer, the synthesis of quinazolinone moieties as a privileged class of fused heterocyclic compounds, have received much attention. An efficient and one-pot three components route was developed for the synthesis of 4(3H)-quinazolinones using commercially available starting materials. In order to synthesis of target compounds in good to excellent yields, a reaction between isatoic anhydride, acylchlorides, and amines in the presence of propylsulfamic acid functionalized magnetic hydroxyapatite nanoparticle (a-Fe 2 O 3 -HAp- (CH 2 ) 3 -NHSO 3 H), as a highly efficient and magnetically separable Bronsted acid catalyst, was performed. The organic layer was dried over anhydrous Na 2 SO 4 and filtered. The filtrate was concentrated under vacuum and the residue was recrystallized from 96% EtOH to give 2, 3-disubstituted 4-(3H)-quinazolinone derivatives in high yield. The reaction condition including the solvents, the amount of (a-Fe 2 O 3 -HAp-(CH 2 ) 3 -NHSO 3 H), reaction time and required temperature was optimized.
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来源期刊
international journal of nano dimension
international journal of nano dimension NANOSCIENCE & NANOTECHNOLOGY-
CiteScore
2.80
自引率
20.00%
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