eng
Iranian chemical communication
2423-4958
2345-4806
2017-04-01
5
Issue 2, pp. 121-236, Serial No. 15
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2711
N,N,N,N-Tetramethylguanidinium acetate as an efficient and reusable ionic liquid catalyst for the one-pot synthesis of dihydropyrrol-2-ones
Seyed Sajad Sajadikhah
sssajadi@pnu.ac.ir
1
Department of Chemistry, Payame Noor University, Iran
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.
https://icc.journals.pnu.ac.ir/article_2711_7f5ec9598e4b7e8301c756b0e3448785.pdf
N-Heterocycle
dihydropyrrol-2-one
multi-component reaction
ionic liquid
[TMG][Ac]
reusable catalyst
eng
Iranian chemical communication
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2716
Magnetic nanoparticle immobilized N-propylsulfamic acid: The efficient, green and reusable nanocatalyst for the synthesis of substituted coumarins
Hassan Ghasemnejad-Bosra
h_ghasem2000@yahoo.it
1
Amin Rostami
arostami372@gmail.com
2
Islami Azad University, Babol-Branch
Department of Chemistry, Faculty of Science, University of Kurdistan, Zip Code 66177-15175, Sanandaj, Iran
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
https://icc.journals.pnu.ac.ir/article_2716_de330d886ac9d33ac4ebf45dc82f92b8.pdf
N-Propylsulfamic acid
substituted coumarins
solvent free conditions
recoverable catalyst
eng
Iranian chemical communication
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2017-04-01
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2717
Sliding wear behaviour of walnut shell powder filled vinyl Ester/ WSP green composites
Shahryar Pashaei
shahryarpashaei@yahoo.com
1
Soleyman Hosseinzadeh
2
payame noor university
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.
https://icc.journals.pnu.ac.ir/article_2717_643b92ab934aca9e233062645d2cde0d.pdf
Walnut shell powder
specific wear rate
coefficient of friction
scanning electron microscopy
eng
Iranian chemical communication
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2017-04-01
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2726
A Facile and environmental friendly method for C=N bond cleavage of imines using p-toluenesulfonic acid in solid State
Gholamhassan Imanzadeh
imanzad2000@yahoo.com
1
Hamideh Vakili
danna_411@yahoo.com
2
Department of Chemistry, College of Basic Science, University of Mohaghegh Ardabili 56199-11367, Ardabil, Iran
Department of Chemistry, College of Basic Science, University of Mohaghegh Ardabili 56199-11367, Ardabil, Iran
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 iminesA 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
https://icc.journals.pnu.ac.ir/article_2726_c5b22b0c1f054b85f17fc788c0bc4170.pdf
Solid state
C=N bond cleavage
P-toluenesulfonic acid
imines
eng
Iranian chemical communication
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2017-04-01
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2727
A clean and highly efficient synthesis of oxindole substituted pyrrolo[2,3-d]Pyrimidines under ultrasound irradiation
Seyyedeh Cobra Azimi
cobra.azimi@gmail.com
1
Kurosh Rad-Moghadam
rad-m@gmail.com
2
University of Guilan
University of Guilan
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.
https://icc.journals.pnu.ac.ir/article_2727_60b951bf54833fa00cf2bd59ee060646.pdf
6-Amino-uracils
ultrasounic irradiation
pyrrolo[2
3-d]pyrimidines
isatin
acetophenone
eng
Iranian chemical communication
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2017-04-01
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2739
Highly efficient synthesis of tetrahydrobenzo[b]pyrans under visible light promoted by cesium carbonate
Vinod Kamble
vtkdh1@gmail.com
1
Munazza Sadaf
munazzasadaf@gmail.com
2
Bushra Saleh
bushrasaleh@gmail.com
3
Organic Chemistry Research Laboratory, Department of Chemistry, Institute of Science, Nagpur-440001, India
Organic Chemistry Research Laboratory, Department of Chemistry, Institute of Science, Nagpur-440001, India
Organic Chemistry Research Laboratory, School of Chemical Sciences, Swami Ramanand Teerth Marathwada University, Vishnupuri, Nanded- 431606, India
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.
https://icc.journals.pnu.ac.ir/article_2739_401f2be5b7a30b564c37f3a67d7aa095.pdf
Cesium carbonate
aldehydes
one-pot three-component
visible light
malononitrile
eng
Iranian chemical communication
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2017-04-01
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Issue 2, pp. 121-236, Serial No. 15
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2740
Development and application of a new sensitive spectrophotometric-multivariate calibration method to the simultaneous determination of hydrazine and acetylhydrazine using silver nanoparticles
Professor Mohammad Ali Karimi
ma_karimi43@yahoo.com
1
Malihe Alsadat Mozaheb
maliha_mozaheb@yahoo.com
2
Abdolhamid Hatefi-Mehrjardi
hhatefy@yahoo.com
3
Hossein Tavallali
tavallali@yahoo.com
4
Abdol Mohammad Attaran
a_m_attaran@pnu.ac.ir
5
Department of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, Iran
Department of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, Iran
Department of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, Iran
Department of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, Iran
Department of Chemistry, Payame Noor University, P.O. Box 19395-4697, Tehran, Iran
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.
https://icc.journals.pnu.ac.ir/article_2740_a8fcf815ede7fc8e66f5a36613ac7a18.pdf
Silver nanoparticles (AgNPs)
surface plasmon resonance (SPR)
hydrazine (HZ)
acetylhydrazine (AHZ)
multivariate calibration methods
eng
Iranian chemical communication
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2017-04-01
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Issue 2, pp. 121-236, Serial No. 15
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2874
New 16-membered macrocyclic Schiff base: Synthesis, structural and FT-IR studies
Aliakbar Dehno Khalaji
ad.khalaji@gu.ac.ir
1
Salar Hafez Goran
shafez@yahoo.com
2
Sepideh Mehrani
smehrani@yahoo.com
3
Karla Fejfarova
kfejfarova@fzu.cz
4
Michal Dusek
mdusek@fzu.cz
5
Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran
Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran
Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran
Institute of Physic of the Czech Academy of Sciences, Na Slovance 2, 182 21 Prague 8, Czech Republic
Institute of Physic of the Czech Academy of Sciences, Na Slovance 2, 182 21 Prague 8, Czech Republic
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.
https://icc.journals.pnu.ac.ir/article_2874_d1165dd7a47a6bf658a5907149884e9f.pdf
Macrocyclic
Schiff base
single crystal
DFT calculations
monoclinic
eng
Iranian chemical communication
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2017-04-01
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Issue 2, pp. 121-236, Serial No. 15
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2923
Design, synthesis and anticancer evaluation of novel thiazine, pyrimidine and pyridine derivatives
Amira A. Ghoneim
aa_amiraatef@yahoo.com
1
Mohamed G. Assy
goma55@yahoo.com
2
Enaiat K. Mohamed
eniate@hotmail.com
3
Islam Ragab
isalamchem@yahoo.com
4
Chemistry Department, Faculty of Science, Zagazig University, Zagazig, EG‐44519, Egypt
Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egyp
Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egypt
Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egyp
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.
https://icc.journals.pnu.ac.ir/article_2923_caf8374f91e5d7452a000802bcb268f8.pdf
Thiazine
acetyl pyridine
mercapto pyrimidine
triazole derivative
anticancer
eng
Iranian chemical communication
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2017-04-01
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Issue 2, pp. 121-236, Serial No. 15
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2963
Wavelength region selection and spectrophotometric simultaneous determination of naphthol isomers based on net analyte signal
Ahmadreza Amraei
ahmadrezaamraeichem@gmail.com
1
Ali Niazi
ali.niazi@gmail.com
2
Mohammad Alimoradi
alimoradi599@yahoo.com
3
Department of Chemistry, Faculty of Science Islamic Azad University, Arak Branch, Arak, Iran
Department of Chemistry, Faculty of Science Islamic Azad University, Arak Branch, Arak, Iran
Department of Chemistry, Faculty of Science Islamic Azad University, Arak Branch, Arak, Iran
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.
https://icc.journals.pnu.ac.ir/article_2963_7dc691c90416b9259bc24f4b3ca142ed.pdf
Wavelength selection
hybrid linear analysis
naphthol isomers
wastewater
spectrophotometric
eng
Iranian chemical communication
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2728
Electron as potential and green catalyst in the multicomponent synthesis of pyrano [2, 3-d] pyrimidine derivatives
Hojat Veisi
hojatveisi@yahoo.com
1
Abbas Maleki
malekiabass@yahoo.com
2
Yasaman Farokhzad
yasaman.farokhzad@gmail.com
3
Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran
Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran
Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran
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.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.pdf
Electrochemistry
electrogenerated base
Pyrano[2
3-d] pyrimidine
multicomponent reaction
Barbituric acid
eng
Iranian chemical communication
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3239
Guanidine hydrochloride: An efficient catalyst for the synthesis of 2-hydrazolyl-4-thiazolidinone derivatives under solvent free conditions
Shivaji Pandit
akankshapandit2002@yahoo.com
1
Sonali Pardhe
sonalipardhe94@gmail.com
2
Yashwant Pandit
yashwantpandit13@gmail.com
3
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.
Post Graduate and Research Centre, Department of Chemistry, Padmashri Vikhe Patil College Pravaranagar 413713. Tal Rahata Dist. Ahmednagar (MS) India
bApplied Chemistry Division, DIAT-DRDO, Girinagar, Pune. 411025.(MS) India
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.
https://icc.journals.pnu.ac.ir/article_3239_c83d2bbc32bd6ae0420ddd28f3a07136.pdf
2-Hydrazolyl-4-thiazolidinones
thiosemicarbazide
maleic anhydride
guanidine hydrochloride
solvent free