Iranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401N,N,N,N-Tetramethylguanidinium acetate as an efficient and reusable ionic liquid catalyst for the one-pot synthesis of dihydropyrrol-2-ones1211282711ENSeyed SajadSajadikhahDepartment of Chemistry, Payame Noor University, IranJournal Article20160205An extremely facile and efficient procedure which has been developed for the synthesis of dihydropyrrol-2-ones. One-pot four-component reaction of amines, dialkyl acetylenedicarboxylates and formaldehyde in the presence of N,N,N,N-tetramethylguanidinium acetate [TMG][Ac] in methanol at ambient temperature provides substituted dihydropyrrol-2-ones in good to high yields. The important aspects of this multi-component heteroannulation are simple operations under mild conditions, readily available starting material and catalyst. Furthermore, All products were obtained through a simple filtration and washed with ethanol and no need for column chromatography. It is found that the catalyst is recyclable and can be used up to four times without significant loss of its activity.https://icc.journals.pnu.ac.ir/article_2711_7f5ec9598e4b7e8301c756b0e3448785.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401Magnetic nanoparticle immobilized N-propylsulfamic acid: The efficient, green and reusable nanocatalyst for the synthesis of substituted coumarins1291372716ENHassanGhasemnejad-BosraIslami Azad University, Babol-BranchAminRostamiDepartment of Chemistry, Faculty of Science, University of Kurdistan, Zip Code 66177-15175, Sanandaj, IranJournal Article20160212N-Propylsulfamic acid supported onto magnetic Fe3O4 nanoparticles (MNPs-PSA) was investigated as an efficient and magnetically recoverable catalyst for the one-pot synthesis of substituted coumarins from the reaction of coumarin with variety aromatic aldehydes in high to excellent yield at room temperature under solvent-free conditions. The magnetic nanocatalyst can be readily recovered easily by applying an external magnet device and reused for at least 10 reaction runs without considerable loss of reactivity. The advantages of this protocol are the use of a commercially available, eco-friendly, cheap, the mild reaction conditions, operational simplicity, practicability, short reaction times, and good to high yieldshttps://icc.journals.pnu.ac.ir/article_2716_de330d886ac9d33ac4ebf45dc82f92b8.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401Sliding wear behaviour of walnut shell powder filled vinyl Ester/ WSP green composites1381462717ENShahryarPashaeipayame noor universitySoleymanHosseinzadehDepartment of Chemistry, Payame Noor University, P.O. BOX 19395-3697 Tehran, IranJournal Article20160212Polyvinyl ester green composites were synthesized with walnut shell powder (WSP) by in-situ polymerization technique. The green composites have been evaluated for mechanical properties such as tensile strength, tensile modulus and hardness. Sliding wear loss, specific wear rate and coefficient of friction were investigated by using computerized pin-on–disc machine at normal applied loads of 20, 30 and 40N; at a sliding velocity of 1.5 m/s and at two abrading distances viz., 100 and 200 m. The results indicate that the wear volume loss increases with increasing abrading distance/load. It was found that WSP filled vinyl ester composites exhibit lower wear rate and higher coefficient of friction as compared to vinyl ester green composites. Further, the worn surfaces were examined by scanning electron microscopy (SEM), to give insight in to the wear mechanism, while their mechanical properties were investigated using tensile strength, tensile modulus and hardness test machines.https://icc.journals.pnu.ac.ir/article_2717_643b92ab934aca9e233062645d2cde0d.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401A Facile and environmental friendly method for C=N bond cleavage of imines using p-toluenesulfonic acid in solid State1471552726ENGholamhassanImanzadehDepartment of Chemistry, College of Basic Science, University of Mohaghegh Ardabili 56199-11367, Ardabil, IranHamidehVakiliDepartment of Chemistry, College of Basic Science, University of Mohaghegh Ardabili 56199-11367, Ardabil, IranJournal Article20160213A simple, efficient and clean procedure has been developed for the cleavage of imines C=N bond. Deprotection of imines to their parent carbonyl and amine compounds was achieved using p-toluenesulfonic acid in the solid state condition at 25-45 ˚C. The salient features of this methodology are shorter reaction times, cheap processing, high yields of product and easy availability of the catalyst. These features make this method an attractive alternative to existing routes for deprotection of imines<br />A simple, efficient and clean procedure has been developed for the cleavage of imines C=N bond. Deprotection of imines to their parent carbonyl and amine compounds was achieved using p-toluenesulfonic acid in the solid state condition at 25-45 ˚C. The salient features of this methodology are shorter reaction times, cheap processing, high yields of product and easy availability of the catalyst. These features make this method an attractive alternative to existing routes for deprotection of imineshttps://icc.journals.pnu.ac.ir/article_2726_c5b22b0c1f054b85f17fc788c0bc4170.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401A clean and highly efficient synthesis of oxindole substituted pyrrolo[2,3-d]Pyrimidines under ultrasound irradiation1561662727ENSeyyedeh CobraAzimiUniversity of GuilanKuroshRad-MoghadamUniversity of GuilanJournal Article20160325A practical and new method for the synthesis oxindole substituted pyrrolo[2,3-d]pyrimidines by the condensation of isatin, acetophenone and 6-amino-uracil under ultrasound irradiation conditions at 60 °C was described. The reaction was developed via a sequential tandem process to afford the oxindole substituted pyrrolo[2,3-d]pyrimidines in good to excellent yields. All reactions performed efficiently under ultrasound irradiation and results were compared with conventional heating method. In this field, several types of acetophenones, amino-uracils, and isatins were rapidly changed to the corresponding derivatives. The remarkable features of the new procedure are shorter reaction time, excellent yields, cleaner reaction profile, and simple experimental and workup procedure.https://icc.journals.pnu.ac.ir/article_2727_60b951bf54833fa00cf2bd59ee060646.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401Highly efficient synthesis of tetrahydrobenzo[b]pyrans under visible light promoted by cesium carbonate1671722739ENVinodKambleOrganic Chemistry Research Laboratory, Department of Chemistry, Institute of Science, Nagpur-440001, IndiaMunazzaSadafOrganic Chemistry Research Laboratory, Department of Chemistry, Institute of Science, Nagpur-440001, IndiaBushraSalehOrganic Chemistry Research Laboratory, School of Chemical Sciences, Swami Ramanand Teerth Marathwada University, Vishnupuri, Nanded- 431606, IndiaJournal Article20150309Multi-component coupling reaction (MCR) is a powerful synthetic tool for the synthesis of biologically active compounds. Development of such multi-component coupling reaction strategies in visible light has been of considerable interest, as they provide simple and rapid access to a large number of organic molecules through a sustainable path. An efficient and green protocol for the synthesis of tetrahydrobenzo[b]pyrans derivatives by one-pot, three component coupling reaction of aromatic aldehyde, malononitrile, and dimedone has been developed using readily available cesium carbonate as the catalyst under visible light. This efficient procedure has the advantages of giving the target compounds in high yields, short reaction times, simple work-up procedure, use of chief and easily available catalyst, and environmentally benign conditions.https://icc.journals.pnu.ac.ir/article_2739_401f2be5b7a30b564c37f3a67d7aa095.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401Development and application of a new sensitive spectrophotometric-multivariate calibration method to the simultaneous determination of hydrazine and acetylhydrazine using silver nanoparticles1731852740ENProfessor Mohammad AliKarimiDepartment of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, IranMalihe AlsadatMozahebDepartment of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, IranAbdolhamidHatefi-MehrjardiDepartment of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, IranHosseinTavallaliDepartment of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, IranAbdol MohammadAttaranDepartment of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, IranJournal Article20150917In this paper, multivariate calibration methods of partial least squares (PLS) and principle component regression (PCR) were investigated in simultaneously determination of hydrazine (HZ) and acetylhydrazine (AHZ). The aforementioned methods are based on formation of the silver nanoparticles (AgNPs) from the reaction of HZ and AHZ with Ag+ ions as oxidizing agent in the presence of citrate ions as a stabilizing and catalyzing agent. The reaction was followed by analytical wavelength (420 nm) corresponding to the maximum extinction of was related to surface plasmon resonance (SPR) of AgNPs. These methods were based on the differences observed in the production rate of AgNPs. Differences in the kinetic behavior of the HZ and AHZ were exploited using PLS and PCR to resolve concentration of analytes in their mixture. The obtained results show that simultaneous determination of HZ and AHZ can be performed in the concentration linear ranges of 40.0-1000.0 and 200.0-1000.0 ng mL-1, respectively. The root mean squares errors of prediction (RMSEP) for applying PCR and PLS methods to 9 synthetic samples in these concentration ranges were 0.8307 and 1.9411 for HZ and 1.4407 and 0.9883 for AHZ, respectively. To assess selectivity of the methods, the effects of certain foreign ions upon the reaction rate were determined. Both methods (PLS and PCR) were validated using a set of synthetic sample mixtures and then they were applied for simultaneous determination of HZ and AHZ in different water samples.https://icc.journals.pnu.ac.ir/article_2740_a8fcf815ede7fc8e66f5a36613ac7a18.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401New 16-membered macrocyclic Schiff base: Synthesis, structural and FT-IR studies1861942874ENAliakbarDehno KhalajiDepartment of Chemistry, Faculty of Science, Golestan University, Gorgan, IranSalarHafez GoranDepartment of Chemistry, Faculty of Science, Golestan University, Gorgan, IranSepidehMehraniDepartment of Chemistry, Faculty of Science, Golestan University, Gorgan, IranKarlaFejfarovaInstitute of Physic of the Czech Academy of Sciences, Na Slovance 2, 182 21 Prague 8, Czech RepublicMichalDusekInstitute of Physic of the Czech Academy of Sciences, Na Slovance 2, 182 21 Prague 8, Czech RepublicJournal Article20160308In this paper, the structure of a new 16-membered macrocyclic Schiff base compound N,N′-(3,3′-dimethoxy-2,2′-(propane-1,3-diyldioxy)dibenzylidene)propane-1,3-diamine, C22H26N2O4 (1), derived from 1,3-propanediamine and 3,3′-dimethoxy-2,2′-(propane-1,3-diyldioxy)dibenzaldehyde has been studied by single crystal X-ray diffraction, DFT calculations at B3LYP/6-31G** and FT-IR spectroscopy. The title compound crystallizes in the monoclinic space group P21/n with unit cell parameters: a = 16.3273 (5) Å, b = 7.0832 (2) Å, c = 16.8586 (4) Ǻ, β = 93.135 (2)°, V = 1946.77 (9) Å3 and Z=4. The optimized molecular geometry agrees closely to that obtained from single crystal X-ray crystallography. The FT-IR spectrum (4000-400 cm-1) was recorded and compared with that of the calculated spectrum.https://icc.journals.pnu.ac.ir/article_2874_d1165dd7a47a6bf658a5907149884e9f.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401Design, synthesis and anticancer evaluation of novel thiazine, pyrimidine and pyridine derivatives1952062923ENAmiraA. GhoneimChemistry Department, Faculty of Science, Zagazig University, Zagazig, EG‐44519, EgyptMohamedG. AssyChemistry Department, Faculty of Science, Zagazig University, Zagazig, EgypEnaiat K.MohamedChemistry Department, Faculty of Science, Zagazig University, Zagazig, EgyptIslamRagabChemistry Department, Faculty of Science, Zagazig University, Zagazig, EgypJournal Article20160411Acylisothiocyanate (1) was allowed to react with benzylidene malononitrile producing oxazine derivative (2). Also, compound (1) was reacted with sodium azide followed by refluxing with sodium ethoxide affording thiazinotetrazole derivative (4). The reaction of acetylacetone with compound (1) gave pyridine derivative (5) by intramolecular cycloaddition while it was reacted with N-methyl aniline affording thiazine derivative (7). In addition, it was reacted with cyanoacetamide producing mercaptopyrimidine derivative (9). Finally, compound (1) was refluxed with phenylhydrazine, urea, guanidinum carbonate and anthranilic acid in the presence of dry acetone affording triazole derivative (11), N-substituted pyrimidine (15), compound (18) and thiopyrimidine derivative (19) respectively. The structures of the new compounds were confirmed on the basis of elemental and spectral data. Some of the synthesized compounds were screened as anticancer.https://icc.journals.pnu.ac.ir/article_2923_caf8374f91e5d7452a000802bcb268f8.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401Wavelength region selection and spectrophotometric simultaneous determination of naphthol isomers based on net analyte signal2072162963ENAhmadrezaAmraeiDepartment of Chemistry, Faculty of Science Islamic Azad University, Arak Branch, Arak, IranAliNiaziDepartment of Chemistry, Faculty of Science Islamic Azad University, Arak Branch, Arak, IranMohammadAlimoradiDepartment of Chemistry, Faculty of Science Islamic Azad University, Arak Branch, Arak, IranJournal Article20160606Naphthol isomers were simultaneously and spectrophotometrically determined in wastewater, using a model based on net analyte signal (NAS). The calibration method used is a variation of the original hybrid linear analysis method as proposed by Goicoechea and Olivieri (HLA/GO). Owing to spectral interferences, the simultaneous determination of mixtures of naphthol isomers, using a spectrophotometric method, is difficult. A rapid and powerful method was used for wavelength selection in the modeling step, based on the minimization of the error indicator (EI), which was estimated as a function of the moving spectral region. The calculation of the net analytical signal using a modified HLA/GO method allows us to determine several figures of merit, as selectivity, sensitivity, analytical sensitivity and limit of detection of the proposed multivariate calibration. The limit of detection (LOD) for 1 and 2-naphthol, were 0.04 and 0.06 (µg/mL) respectively. The proposed model was tested in the analysis of wastewater samples, without previous sample preparation steps, obtaining recovery values between 98 and 104.00%, for 1-naphthol and between 97.00 and 103.00%, for 2-naphthol.https://icc.journals.pnu.ac.ir/article_2963_7dc691c90416b9259bc24f4b3ca142ed.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401Electron as potential and green catalyst in the multicomponent synthesis of pyrano [2, 3-d] pyrimidine derivatives2172262728ENHojatVeisiDepartment of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, IranAbbasMalekiDepartment of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, IranYasamanFarokhzadDepartment of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, IranJournal Article20160404An electroorganic reaction for the synthesis of 7-amino-2, 4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-pyrano[2, 3-d] pyrimidine-6-carbonitrile and ethyl-7-amino-2, 4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-pyrano[2, 3-d] pyrimidine-6-carboxylate derivatives are described, using an electrogenerated base of the anion of malonitrile or ethylcyanoacetate. This one-pot, three-component condensation of an aromatic aldehyde, barbituric acid and malonitrile or ethylcyanoacetate takes place in ethanol in an undivided cell in the presence of tetrabutylammonium perchlorate as an electrolyte under mild conditions. This method has the advantages of high yields, wide application and employs an environmentally benign procedure.<br />An electroorganic reaction for the synthesis of 7-amino-2, 4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-pyrano[2, 3-d] pyrimidine-6-carbonitrile and ethyl-7-amino-2, 4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-pyrano[2, 3-d] pyrimidine-6-carboxylate derivatives are described, using an electrogenerated base of the anion of malonitrile or ethylcyanoacetate. This one-pot, three-component condensation of an aromatic aldehyde, barbituric acid and malonitrile or ethylcyanoacetate takes place in ethanol in an undivided cell in the presence of tetrabutylammonium perchlorate as an electrolyte under mild conditions. This method has the advantages of high yields, wide application and employs an environmentally benign procedure.https://icc.journals.pnu.ac.ir/article_2728_172355746fad77387333151c15e7cd28.pdfIranian chemical communication2423-49585Issue 2, pp. 121-236, Serial No. 1520170401Guanidine hydrochloride: An efficient catalyst for the synthesis of 2-hydrazolyl-4-thiazolidinone derivatives under solvent free conditions2272363239ENShivaji SanduPanditPost Graduate and Research Centre, Department of Chemistry, Padmashri Vikhe Patil College of Arts, Science and Commerce Pravaranagar, (Loni kd) Tal. Rahata. Dist. Ahmednagar 413713 (MS) India.Sonali ShivajiPardhePost Graduate and Research Centre, Department of Chemistry, Padmashri Vikhe Patil College Pravaranagar 413713.
Tal Rahata Dist. Ahmednagar (MS) IndiaYashwant BhaskarPanditbApplied Chemistry Division, DIAT-DRDO, Girinagar, Pune. 411025.(MS) IndiaJournal Article20160229A Highly efficient protocol has been developed for the synthesis of 2-hydrazolyl-4-thiazolidinone derivatives installing a one pot three component coupling reaction of an aromatic aldehyde, thiosemicarbazide and maleic anhydride using guanidine hydrochloride as highly inexpensive and environmentally friendly catalyst under solvent free condition at 1200C with good to excellent yields, It offers short reaction time, good to excellent yields and simple and easy workup procedure as compared to the traditional methods of synthesis. The products are characterized by spectroscopic methods like IR and 1H NMR. In the present protocol we reports unsaturated aldehydes first time using guanidine hydrochlori with excellent yields.https://icc.journals.pnu.ac.ir/article_3239_c83d2bbc32bd6ae0420ddd28f3a07136.pdf