Green synthesis and characterization of novel 1,2,4,5-tetrasubstituted imidazole derivatives with eco-friendly red brick clay as efficacious catalyst

被引:17
作者
Kerru, Nagaraju [1 ]
Gummidi, Lalitha [1 ]
Bhaskaruni, Sandeep V. H. S. [1 ]
Maddila, Surya Narayana [1 ]
Jonnalagadda, Sreekantha B. [1 ]
机构
[1] Univ KwaZulu Natal, Sch Chem & Phys, Westville Campus,Chiltern Hills, ZA-4000 Durban, South Africa
关键词
Red brick clay; Multicomponent; Imidazoles; Aqueous medium; 1; 2; 4-Triazole; ONE-POT SYNTHESIS; IONIC LIQUID; MULTICOMPONENT SYNTHESIS; EFFICIENT; ACID; CHEMISTRY; NANOPARTICLES; METRICS; FACILE; HYDROCARBONS;
D O I
10.1007/s11030-019-10000-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Use of cheaper and recyclable materials contributes positively to economic growth with environmental sustainability. We report the prospect of utilizing red brick clay as catalyst, which exhibited excellent activity in rapid one-pot four-component condensation of 1,2,4,5-tetrasubstituted imidazoles with high conversion and yields (91-96%) in aqueous medium at 60 degrees C in short reaction times (25-40 min). The red brick clay material was fully characterized by XRD, FT-IR, SEM, TEM, EDX and BET analyses. Red brick clay consisted of oxides of Si (20.38%), Fe (19.55%), Al (14.30%) and minor amounts of Ca (3.60%) and Mg (1.68%). The slate-like-shaped structure morphology and flaky appearance of inexpensive solid clay material proved competent material for the synthesis of 15 novel 1,2,4,5-tetrasubstituted imidazole derivatives. In addition, the advantages of the eco-friendly method are non-toxicity and re-usability of the catalyst. Reaction offers 78% atom economy and 84% carbon capture.
引用
收藏
页码:889 / 901
页数:13
相关论文
共 55 条
[1]   The FTIR studies of gels and thin films of Al2O3-TiO2 and Al2O3-TiO2-SiO2 systems [J].
Adamczyk, Anna ;
Dlugon, Elzbieta .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2012, 89 :11-17
[2]   A Facile and Green Approach for the One-Pot Multicomponent Synthesis of 2,4,5-Triaryl- and 1,2,4,5-Tetraarylimidazoles by Using Zinc-Proline Hybrid Material as a Catalyst [J].
Agarwal, Shalini ;
Kidwai, Mazaahir ;
Poddar, Roona ;
Nath, Mahendra .
CHEMISTRYSELECT, 2017, 2 (32) :10360-10364
[3]   Imidazole- and imidazolium-containing polymers for biology and material science applications [J].
Anderson, Emily B. ;
Long, Timothy E. .
POLYMER, 2010, 51 (12) :2447-2454
[4]   Unification of reaction metrics for green chemistry: Applications to reaction analysis [J].
Andraos, J .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2005, 9 (02) :149-163
[5]   Magnetically separable γ-Fe2O3 nanoparticles: An efficient catalyst for acylation of alcohols, phenols, and amines using sonication energy under solvent free condition [J].
Bhosale, Manohar A. ;
Ummineni, Divya ;
Sasaki, Takehiko ;
Nishio-Hamane, Daisuke ;
Bhanage, Bhalchandra M. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2015, 404 :8-17
[6]   Ionic liquid crystals [J].
Binnemans, K .
CHEMICAL REVIEWS, 2005, 105 (11) :4148-4204
[7]   Metrics to 'green' chemistry - which are the best? [J].
Constable, DJC ;
Curzons, AD ;
Cunningham, VL .
GREEN CHEMISTRY, 2002, 4 (06) :521-527
[8]   Synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles in water using p-dodecylbenzenesulfonic acid as catalyst [J].
Das, Biswanath ;
Kashanna, Jajula ;
Kumar, Rathod Aravind ;
Jangili, Paramesh .
MONATSHEFTE FUR CHEMIE, 2013, 144 (02) :223-226
[9]   Application of waste brick powder in alkali activated aluminosilicates: Functional and environmental aspects [J].
Fort, Jan ;
Vejmelkova, Eva ;
Konakova, Dana ;
Alblova, Nikol ;
Cachova, Monika ;
Keppert, Martin ;
Rovnanikova, Pavla ;
Cerny, Robert .
JOURNAL OF CLEANER PRODUCTION, 2018, 194 :714-725
[10]   Heterocyclic nitrogen compounds [J].
Franklin, EC ;
Bergstrom, FW .
CHEMICAL REVIEWS, 1935, 16 (03) :305-361