Roudbaraki Seyyed Jalal, Janghorban Sadaf, Ghashang Majid
Department of Chemistry, Lahijan Branch, Islamic Azad University, Lahijan, Iran.
Department of Chemistry, Najafabad Branch, Islamic Azad University, P.O. Box: 517, Najafabad, Iran.
Comb Chem High Throughput Screen. 2019;22(6):421-427. doi: 10.2174/1386207322666190617164617.
The aim of this paper is to introduce HSBM as a green and environmentally friendly technique for the synthesis of thiochromeno[4,3-b]pyran and benzo[h]thiazolo[2,3-b]quinazoline derivatives over ZnAl2O4 nanopowders as an efficient catalyst.
ZnAl2O4 nanopowders were synthesized via a co-precipitation of Zn(NO3)2 and Al(NO3)3 salts and were characterized by XRD, FE-SEM, TEM and DLS techniques. The as-prepared ZnAl2O4 nano-powders have been used as a catalyst on the synthesis of pyran nucleus using high-speed ball milling (HSBM) technique. The structure of products was confirmed with NMR analysis.
ZnAl2O4 exhibits a cubic crystal structure (Space group: Fd-3m) with the average crystallite size of 41 nm. The average particle size of ZnAl2O4 nano-powders determined by DLS technique is 55 nm. The catalytic activity of nano-powders was examined on the synthesis of 2- amino-4,5-dihydro-4-arylthiochromeno[4,3-b]pyran-3-carbonitriles, (8Z)-2-amino-8-arylidene-4,5, 7,8-tetrahydro-4-arylthiopyrano[4,3-b]pyran-3-carbonitriles, 4-aryl-3,4,5,6-tetrahydrobenzo[h]quinazoline- 2(1H)-thiones and 4-aryl-1,3,4,5-tetrahydro-2H-thiochromeno[4,3-d]pyrimidine-2-thione derivatives. All products were obtained in high yields with short reaction times.
ZnAl2O4 nanopowders were prepared via a cost-effective co-precipitation method and showed good potential for the synthesis of 4H-pyran analogous in good yields. The salient advantages of HSBM technique include environmentally friendly with reduced solvents, is a simple technique and has low energy costs.
本文旨在介绍高速球磨法(HSBM),该方法是一种绿色环保技术,以ZnAl2O4纳米粉末为高效催化剂合成硫代色烯并[4,3 - b]吡喃和苯并[h]噻唑并[2,3 - b]喹唑啉衍生物。
通过共沉淀Zn(NO3)2和Al(NO3)3盐合成ZnAl2O4纳米粉末,并采用X射线衍射(XRD)、场发射扫描电子显微镜(FE - SEM)、透射电子显微镜(TEM)和动态光散射(DLS)技术对其进行表征。所制备的ZnAl2O4纳米粉末已被用作催化剂,采用高速球磨法合成吡喃核。产物结构通过核磁共振(NMR)分析得以确认。
ZnAl2O4呈现立方晶体结构(空间群:Fd - 3m),平均晶粒尺寸为41 nm。通过DLS技术测定的ZnAl2O4纳米粉末的平均粒径为55 nm。研究了纳米粉末对2 - 氨基 - 4,5 - 二氢 - 4 - 芳基硫代色烯并[4,3 - b]吡喃 - 3 - 腈、(8Z) - 2 - 氨基 - 8 - 亚芳基 - 4,5,7,8 - 四氢 - 4 - 芳基硫代吡喃并[4,3 - b]吡喃 - 3 - 腈、4 - 芳基 - 3,4,5,6 - 四氢苯并[h]喹唑啉 - 2(1H) - 硫酮和4 - 芳基 - 1,3,4,5 - 四氢 - 2H - 硫代色烯并[4,3 - d]嘧啶 - 2 - 硫酮衍生物合成的催化活性。所有产物均在短反应时间内以高产率获得。
通过具有成本效益的共沉淀法制备了ZnAl2O4纳米粉末,该粉末在高产率合成4H - 吡喃类似物方面显示出良好的潜力。高速球磨法的显著优点包括对环境友好、溶剂用量减少、技术简单且能源成本低。