Eco-friendly and Green Procedure for Iodination of Reactive Aromatics Using PEG 400-I2/HIO3 Combination

2020 ◽  
Vol 07 ◽  
Author(s):  
Amjad Khan Pathan ◽  
Pravinkumar Patil ◽  
Avinash Shinde ◽  
Sainath Zangade

Background:: Iodination of organic substrate is an important reaction for synthesis of pharmacological active molecules. Methods:: In view of these concerns, we reported the convenient procedure for synthesis of iodo compounds using iodine and iodic acid in PEG-400.We have reported the eco-friendly procedure for preparation of aromatic iodo compounds using iodine and iodic acid in green reaction media as polyethylene glycol (PEG-400). Results:: The iodination of some aromatic compounds such as benzaldehydes, acetophenones, phenols, amines and heterocyclic compounds carried out using iodine, iodic acid and PEG-400. The synthesized substituted aromatic iodo compounds were confirmed based on spectral characterization and mixed melting points. Conclusion:: The method comprises several advantages such as simple reaction procedure, easy isolation, quantitative yields, and purity of iodo products.

2020 ◽  
Vol 17 ◽  
Author(s):  
Dhanaji Jawale ◽  
Devendra Wagare ◽  
Dinesh Lingampalle ◽  
Prashant Netankar

Aims: Ionic liquid Mediated Synthesis of Schiff bases bearing thiazole and indole moieties. Background: Synthesis of biologically active heterocyclic compounds using environmentally benign method. Materials and Methods: A mixture of amino thiazoles (3a-i) (20 mmol), indole-3-carboxyaldehyde (4) (20 mmol) and ionic liquid (80 mmol) was stirred in ethanol (30 mL) at r.t. The progress of the reaction was monitored by thin layer chromatography. After stirring the reaction mass for 2h the solid mass appeared in the reaction was filtered and crystalized using ethanol. The melting points and the yields of the derivatives are recorded in the Table 2. The filtrate was distilled and residue, ionic liquid was reused for the further reactions of the same batch and noted that it gave moderate to good yields of the products. Results and Discussion: Thus a convenient synthetic protocol for the synthesis of new Schiff bases, N-(4-(3-(4-(4- phenylthiazol-2-ylimino) methyl) phenoxy) propoxy) benzylidene)-4-phenylthiazol-2-amines, (8a-i) and N-((1H-indol-3-yl) methylene)-4-phenylthiazol-2-amines,(5a-i) has been developed by separately allowing the interactions of bis aldehyde (7) and 3-formyl indole (4) with amino thiazoles, (3a-i) in 2-hydroxy ethyl ammonium acetate, an ionic liquid, at r. t. (Scheme 1). Acetophenones, (1a-i) and thiourea were allowed to condense in PEG-400 in the presence of NBS and obtained better yields of aminothiazoles, (3a-i). Amino thiazoles when separately condensed with indole-3-carboxyaldehyde (4) and bis aldehyde (7) in ionic liquid, 2-hydroxy ethyl ammonium acetate (9) gave respective new azomethines, N-((1H-indol-3-yl) methylene)-4-phenylthiazol-2-amines, (5a-i) and N-(4-(3-(4-(4-phenylthiazol-2-ylimino) methyl) phenoxy) propoxy) benzylidene)-4-phenylthiazol-2-amine, (8a-i), respectively. Conclusion: We have synthesized new Schiff bases at r.t. using freshly prepared ionic liquid as medium. This method useful for the preparation of library of Schiff bases. The starting, material required for the synthesis of the Schiff bases, amino thiazoles have been prepared using green reaction media.


2015 ◽  
Vol 12 (3) ◽  
pp. 197-204 ◽  
Author(s):  
Prabhakar Rairala ◽  
Bandi Yadagiri ◽  
Rajashaker Bantu ◽  
Vijayacharan Guguloth ◽  
Lingaiah Nagarapu

1990 ◽  
Vol 55 (8) ◽  
pp. 1959-1967 ◽  
Author(s):  
Petr Vaňura ◽  
Pavel Selucký

The extraction of polyethylene glycol of average molecular mass 400 (PEG 400) with dicarbolide solution in nitrobenzene and of longer-chain polyethylene glycol, of average molecular mass 1 500 (PEG 1 500), with chlorinated dicarbolide solution in nitrobenzene was studied. During the extraction of PEG 400, the polyethylene glycol solvates the Horg+ ion in the organic phase giving rise to the HLorg+ species (L is polyethylene glycol). The obtained value of the extraction constant Kex(HLorg+) = 933 is consistent with published data of metal extraction. Extraction of PEG 1 500 was treated applying the simplified assumption that the thermodynamic behaviour of PEG 1 500 is the same as that of n molecules of polyethylene glycol with relative molecular mass 1 500/n, each solvating one cation. For this model, the value of n = 3.2 ± 1.1 and the values of the extraction constants of the HL1/n,org+ and HL2/n,org+ species were obtained by using the adapted program LETAGROP. This value of n is consistent with published extraction data in the presence of polyethylene glycol with a relative molecular mass from 200 to 1 000.


ChemInform ◽  
2013 ◽  
Vol 44 (42) ◽  
pp. no-no
Author(s):  
M. Raghu ◽  
M. Rajasekhar ◽  
B. Chandra Obula Reddy ◽  
C. Suresh Reddy ◽  
B. V. Subba Reddy

2009 ◽  
Vol 2009 (4) ◽  
pp. 237-239 ◽  
Author(s):  
Nalajam Guravaiah ◽  
Vedula Rajeswar Rao

An efficient and convenient synthesis of heteryl ( E)-styryl sulfones is described. Reaction of an 3-(2-bromoacetyl)coumarin with sodium ( E)-styrenesulfinates yields the corresponding styryl sulfones promoted by polyethylene glycol (PEG-400) as an efficient reaction medium at room temperature


Author(s):  
SARAH LABIB ◽  
MOHAMED NASR ◽  
MOHAMED NASR

Objective: The main objective of this study was to develop atorvastatin calcium (ATR) as an oral drug delivery system for a P-glycoprotein (P-gp) substrate drug using different pharmaceutical excipients that inhibit P-glycoprotein and evaluate the influence of nanocrystals on the dissolution characteristics and bioavailability compared to the plain drug. Methods: A nanosuspension was prepared by Solvent-antisolvent precipitation method using a solvent containing stabilizer that act as a p-gp inhibitor dissolved in distilled water as polyethylene glycol 300, polyethylene glycol 400 (PEG 300, PEG 400), tween 20 and tween 80 while the solvent selected for atorvastatin calcium was methanol. The concentrations were as follows: PEG 300 and 400 = 0.25% w/v, tween 20 and 80 = 0.75% v/v. Nanocrystals were extracted from the suspension and characterized. Results: Particle size of the drug was 1307±127.79 nm while the formulas prepared ranged from 223±17.67 to 887±58.12 nm. Pure ATR had a saturated solubility of 0.059±0.005 mg/ml and the prepared nanocrystals ranged from 0.32±0.021 to 0.88±0.019 mg/ml. The Percentage of drug released of plain atorvastatin calcium reached 41.49% while the formula ranged from 44.32 to 61.5%. Both XRD and SEM discussed the degree of crystallinity as follows: F1<F2<F4<F3<ATR. Conclusion: 0.3% of PEG 300 and PEG 400 were not enough to formulate proper nanocrystals while 0.75% tween 20 and tween 80 achieved acceptable formulas. F4 which is prepared with tween 80 exhibited the highest enhancement in saturated solubility, dissolution rate and subsequently expected to have improved oral bioavailability.


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