Valorization of the Modified Mono Ammonium Phosphate by Cobalt in the Synthesise of 3,4‐Dihydropyrano[c]chromene Derivatives

Abstract

This work presents a simple process for the preparation of Cobalt Orthophosphate (Co 3 (PO 4 ) 2 ), by modifying phosphate fertilizer mono-ammonium phosphate (MAP) by cobalt nitrate (Co(NO 3 ) 2 ). Co 3 (PO 4 ) 2 has been characterised using microscopic and spectroscopic methods namely X-ray diffraction (XRD), infrared spectroscopy (IR) and scanning electron microscopy (SEM). It is the first time that Co 3 (PO 4 ) 2 is used as a heterogeneous catalyst in the condensation between an aryl aldehyde, 4-hydroxycoumarin and malononitrile. The results show that Co 3 (PO 4 ) 2 is an effective catalyst for one-pot synthesis of 3,4-dihydropyrano [3, 2-c] chromene. The optimisation of each reaction parameter allows achieving excellent results in terms of time and yield. The application of Co 3 (PO 4 ) 2 as catalyst in the 3, 4-dihydropyrano [3, 2-c] chromene derivatives synthesis offers certain advantages such as shorter reaction time, simple treatment, furthermore, the catalyst possesses a great capacity for reutilization and therefore its application contributes to the development of green chemistry.[a] A.

Biomass‐derived Sugar Ionic Liquid as a Sustainable Organocatalyst: An Efficient Synthesis of Functionalized Dihydropyrano Coumarins

“…The detail mechanism proposed in this work for the synthesis of dihydropyrano coumarin derivatives through one‐pot multicomponent reaction of malononitrile, aldehyde and C−H activated compound in the presence of RSIL‐l as the catalyst is shown in Figure 5. Initially, catalyst effectively catalyzed the formation of the olefin product (A) by activating carbonyl group of aromatic aldehyde, 2 [49–52] . The arylidene malononitrile product A formed by Knoevenagel condensation reaction of aldehyde, 2 and the active methylene nitriles, 3 .…”

“…A plethora of review reports are there on the synthesis of dihydropyrano coumarin derivatives via one pot reaction of aromatic malononitrile, aldehydes and CÀ H active acids in the presence of homogeneous or heterogeneous catalysts such as organic acids or bases, nanoparticles, zeolites, and Ionic liquids. [25][26][27] Numerous catalysts such as 1,4diazabicyclo[2.2.2]octane (DABCO), [11] ammonium acetate, [28] 1,8diazabicyclo[5.4.0]undec-7-ene (DBU), [29] urea, [30] piperzine, [31] triethylbenzylammoniumchloride (TEBA), [32] diammonium hydrogen phosphate, [33] piperidine, [34] ammonium/sodium formate, [35] 2-hydroxyethylammonium formate, [36] CuO, [37] sodium tungstate, [38] Fe 2 O 3 , [39] GN/SO 3 H, [40] oxo-vanadium phthalocyanine, [41] Ti 2 O, [42] cobalt orthophosphate (Co 3 (PO 4 ) 2 ), [43] tert-butyl hydrogen peroxide, [44] cyclodextrin, [45] 1-butyl-3-methylimidazolium triflate [46] and many more have been reported for the synthesis of dihydropyrano coumarins. Yousefi et al prepared pyranocoumarins by employing piperzine as a catalyst (Scheme 1a).…”

Comparative study between the Titanium Phosphate TiP2O7 and the Phosphate Fertilizers in the catalysis of the Quinazolin-4(3H)-one derivatives synthesis

“…As a continuation of the previous works developed by our researchers [27][28][29][30][31][32][33][34][35][36][37][38][39] , which consist on the valorization of Moroccan phosphates in the field of organic synthesis, and the development of green and sustainable chemistry, this paper reports the first and an easy preparation method for TiP2O7 from the modifications of phosphate fertilizers MAP, DAP and TSP by titanium tetrachloride (TiCl4). The characterization of TiP2O7 was realized using spectroscopic and microscopic technics such as XRD, IR, SEM, and EDX.…”

Synthesis of new bimetallic phosphate (Al/Ag3PO4) and study for its Catalytic performance in the synthesis of 1,2-dihydro-l-phenyl-3H-naphth [1,2-e]-[1,3] oxazin-3-one derivatives

“…Some strategies for the synthesis of 1,2-dihydro-1-arylnaphtho [1, 2-e]- [1,3]oxazine-3ones synthesis were described by three-component condensation of urea, or thiourea, aldehyde, and naphthol in the presence of the different catalysts such as phosphomolybdic acid 19 , Thiamine Hydrochloride 20 , iron(III) phosphate 21 , Chitosan 22 , wet cyanuric chloride 23 , Silica vanadic acid 18 , graphene oxide 24 , amberlite IRA-400 Cl Resin 25 , and TiCl4 26 , etc. This paper constitutes the continuation of our previous works aiming to develop synthetic methods that respect the environment, leading to a wide variety of heterocyclic compounds biologically active using heterogeneous catalysts based on phosphate fertilizers [27][28][29][30] . The novelty of this work is the synthesis of a new bimetallic phosphate/Aluminium complex "Al/Ag3PO4", on the one hand, and its use for the first time as a new heterogeneous bimetallic catalyst in the synthesis of naphthoxazin-3-one derivatives on the other.…”