Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
N,N,N,N-Tetramethylguanidinium acetate as an efficient and reusable ionic liquid catalyst for the one-pot synthesis of dihydropyrrol-2-ones
121
128
EN
Seyed Sajad
Sajadikhah
Department of Chemistry, Payame Noor University, Iran
sssajadi@pnu.ac.ir
An 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.
N-Heterocycle,dihydropyrrol-2-one,multi-component reaction,ionic liquid,[TMG][Ac],reusable catalyst
https://icc.journals.pnu.ac.ir/article_2711.html
https://icc.journals.pnu.ac.ir/article_2711_7f5ec9598e4b7e8301c756b0e3448785.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
Magnetic nanoparticle immobilized N-propylsulfamic acid: The efficient, green and reusable nanocatalyst for the synthesis of substituted coumarins
129
137
EN
Hassan
Ghasemnejad-Bosra
Islami Azad University, Babol-Branch
h_ghasem2000@yahoo.it
Amin
Rostami
Department of Chemistry, Faculty of Science, University of Kurdistan, Zip Code 66177-15175, Sanandaj, Iran
arostami372@gmail.com
N-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 yields
N-Propylsulfamic acid,substituted coumarins,solvent free conditions,recoverable catalyst
https://icc.journals.pnu.ac.ir/article_2716.html
https://icc.journals.pnu.ac.ir/article_2716_de330d886ac9d33ac4ebf45dc82f92b8.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
Sliding wear behaviour of walnut shell powder filled vinyl Ester/ WSP green composites
138
146
EN
Shahryar
Pashaei
payame noor university
shahryarpashaei@yahoo.com
Soleyman
Hosseinzadeh
Department of Chemistry, Payame Noor University, P.O. BOX 19395-3697 Tehran, Iran
Polyvinyl 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.
Walnut shell powder,specific wear rate,coefficient of friction,scanning electron microscopy
https://icc.journals.pnu.ac.ir/article_2717.html
https://icc.journals.pnu.ac.ir/article_2717_643b92ab934aca9e233062645d2cde0d.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
A Facile and environmental friendly method for C=N bond cleavage of imines using p-toluenesulfonic acid in solid State
147
155
EN
Gholamhassan
Imanzadeh
Department of Chemistry, College of Basic Science, University of Mohaghegh Ardabili 56199-11367, Ardabil, Iran
imanzad2000@yahoo.com
Hamideh
Vakili
Department of Chemistry, College of Basic Science, University of Mohaghegh Ardabili 56199-11367, Ardabil, Iran
danna_411@yahoo.com
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 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 imines
Solid state,C=N bond cleavage,P-toluenesulfonic acid,imines
https://icc.journals.pnu.ac.ir/article_2726.html
https://icc.journals.pnu.ac.ir/article_2726_c5b22b0c1f054b85f17fc788c0bc4170.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
A clean and highly efficient synthesis of oxindole substituted pyrrolo[2,3-d]Pyrimidines under ultrasound irradiation
156
166
EN
Seyyedeh Cobra
Azimi
University of Guilan
cobra.azimi@gmail.com
Kurosh
Rad-Moghadam
University of Guilan
rad-m@gmail.com
A 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.
6-Amino-uracils,ultrasounic irradiation,pyrrolo[2,3-d]pyrimidines,isatin,acetophenone
https://icc.journals.pnu.ac.ir/article_2727.html
https://icc.journals.pnu.ac.ir/article_2727_60b951bf54833fa00cf2bd59ee060646.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
Highly efficient synthesis of tetrahydrobenzo[b]pyrans under visible light promoted by cesium carbonate
167
172
EN
Vinod
Kamble
Organic Chemistry Research Laboratory, Department of Chemistry, Institute of Science, Nagpur-440001, India
vtkdh1@gmail.com
Munazza
Sadaf
Organic Chemistry Research Laboratory, Department of Chemistry, Institute of Science, Nagpur-440001, India
munazzasadaf@gmail.com
Bushra
Saleh
Organic Chemistry Research Laboratory, School of Chemical Sciences, Swami Ramanand Teerth Marathwada University, Vishnupuri, Nanded- 431606, India
bushrasaleh@gmail.com
Multi-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.
Cesium carbonate,aldehydes,one-pot three-component,visible light,malononitrile
https://icc.journals.pnu.ac.ir/article_2739.html
https://icc.journals.pnu.ac.ir/article_2739_401f2be5b7a30b564c37f3a67d7aa095.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
Development and application of a new sensitive spectrophotometric-multivariate calibration method to the simultaneous determination of hydrazine and acetylhydrazine using silver nanoparticles
173
185
EN
Professor Mohammad Ali
Karimi
Department of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, Iran
ma_karimi43@yahoo.com
Malihe Alsadat
Mozaheb
Department of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, Iran
maliha_mozaheb@yahoo.com
Abdolhamid
Hatefi-Mehrjardi
Department of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, Iran
hhatefy@yahoo.com
Hossein
Tavallali
Department of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, Iran
tavallali@yahoo.com
Abdol Mohammad
Attaran
Department of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, Iran
a_m_attaran@pnu.ac.ir
In 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.
Silver nanoparticles (AgNPs),surface plasmon resonance (SPR),hydrazine (HZ),acetylhydrazine (AHZ),multivariate calibration methods
https://icc.journals.pnu.ac.ir/article_2740.html
https://icc.journals.pnu.ac.ir/article_2740_a8fcf815ede7fc8e66f5a36613ac7a18.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
New 16-membered macrocyclic Schiff base: Synthesis, structural and FT-IR studies
186
194
EN
Aliakbar
Dehno Khalaji
Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran
ad.khalaji@gu.ac.ir
Salar
Hafez Goran
Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran
shafez@yahoo.com
Sepideh
Mehrani
Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran
smehrani@yahoo.com
Karla
Fejfarova
Institute of Physic of the Czech Academy of Sciences, Na Slovance 2, 182 21 Prague 8, Czech Republic
kfejfarova@fzu.cz
Michal
Dusek
Institute of Physic of the Czech Academy of Sciences, Na Slovance 2, 182 21 Prague 8, Czech Republic
mdusek@fzu.cz
In 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.
Macrocyclic,Schiff base,single crystal,DFT calculations,monoclinic
https://icc.journals.pnu.ac.ir/article_2874.html
https://icc.journals.pnu.ac.ir/article_2874_d1165dd7a47a6bf658a5907149884e9f.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
Design, synthesis and anticancer evaluation of novel thiazine, pyrimidine and pyridine derivatives
195
206
EN
Amira
A. Ghoneim
Chemistry Department, Faculty of Science, Zagazig University, Zagazig, EG‐44519, Egypt
aa_amiraatef@yahoo.com
Mohamed
G. Assy
Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egyp
goma55@yahoo.com
Enaiat K.
Mohamed
Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egypt
eniate@hotmail.com
Islam
Ragab
Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egyp
isalamchem@yahoo.com
Acylisothiocyanate (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.
Thiazine,acetyl pyridine,mercapto pyrimidine,triazole derivative,anticancer
https://icc.journals.pnu.ac.ir/article_2923.html
https://icc.journals.pnu.ac.ir/article_2923_caf8374f91e5d7452a000802bcb268f8.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
Wavelength region selection and spectrophotometric simultaneous determination of naphthol isomers based on net analyte signal
207
216
EN
Ahmadreza
Amraei
0000-0002-4731-4379
Department of Chemistry, Faculty of Science Islamic Azad University, Arak Branch, Arak, Iran
ahmadrezaamraeichem@gmail.com
Ali
Niazi
Department of Chemistry, Faculty of Science Islamic Azad University, Arak Branch, Arak, Iran
ali.niazi@gmail.com
Mohammad
Alimoradi
Department of Chemistry, Faculty of Science Islamic Azad University, Arak Branch, Arak, Iran
alimoradi599@yahoo.com
Naphthol 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.
Wavelength selection,hybrid linear analysis,naphthol isomers,wastewater,spectrophotometric
https://icc.journals.pnu.ac.ir/article_2963.html
https://icc.journals.pnu.ac.ir/article_2963_7dc691c90416b9259bc24f4b3ca142ed.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
Electron as potential and green catalyst in the multicomponent synthesis of pyrano [2, 3-d] pyrimidine derivatives
217
226
EN
Hojat
Veisi
Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran
hojatveisi@yahoo.com
Abbas
Maleki
Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran
malekiabass@yahoo.com
Yasaman
Farokhzad
Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran
yasaman.farokhzad@gmail.com
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.<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.
Electrochemistry,electrogenerated base,Pyrano[2,3-d] pyrimidine,multicomponent reaction,Barbituric acid
https://icc.journals.pnu.ac.ir/article_2728.html
https://icc.journals.pnu.ac.ir/article_2728_172355746fad77387333151c15e7cd28.pdf
Iranian chemical communication
2423-4958
2345-4806
5
Issue 2, pp. 121-236, Serial No. 15
2017
04
01
Guanidine hydrochloride: An efficient catalyst for the synthesis of 2-hydrazolyl-4-thiazolidinone derivatives under solvent free conditions
227
236
EN
Shivaji
Sandu
Pandit
Post 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.
akankshapandit2002@yahoo.com
Sonali
Shivaji
Pardhe
Post Graduate and Research Centre, Department of Chemistry, Padmashri Vikhe Patil College Pravaranagar 413713.
Tal Rahata Dist. Ahmednagar (MS) India
sonalipardhe94@gmail.com
Yashwant
Bhaskar
Pandit
bApplied Chemistry Division, DIAT-DRDO, Girinagar, Pune. 411025.(MS) India
yashwantpandit13@gmail.com
A 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.
2-Hydrazolyl-4-thiazolidinones,thiosemicarbazide,maleic anhydride,guanidine hydrochloride,solvent free
https://icc.journals.pnu.ac.ir/article_3239.html
https://icc.journals.pnu.ac.ir/article_3239_c83d2bbc32bd6ae0420ddd28f3a07136.pdf