scholarly journals Regioselective Thiocyanation of Aromatic and Heteroaromatic Compounds Using [2-(Sulfooxy)ethyl]sulfamic Acid as an Efficient, Recyclable Organocatalyst and Novel Difunctional Brønsted Acid

2013 ◽  
Vol 2013 ◽  
pp. 1-7
Author(s):  
Sami Sajjadifar ◽  
Saaid Karimian ◽  
Hadi Noorizadeh ◽  
Hojat Veisi

A green and simple procedure for the thiocyanation of aromatic and heteroaromatic compounds is described. [2-(Sulfooxy)ethyl]sulfamic acid (SESA) (supported on silica) is easily produced by addition of chlorosulfonic acid to 2-aminoethanol and this catalyst is applied as an efficient, reusable, and heterogeneous catalyst for the thiocyanation of heterocycles, substituted anilines (electron-rich and electron-deficient), and N,N-disubstituted aromatic amines using hydrogen peroxide in the water : ethanol as a solvent at room temperature. The catalyst can be easily recovered and reused for five reaction cycles without considerable loss of activity.

2015 ◽  
Vol 11 (3) ◽  
pp. 3381-3390 ◽  
Author(s):  
Kaveh Khosravi ◽  
Atefeh Asgari

Chlorosulfonic acid was used as an active, low-cost and reusable solid catalyst for conversion of ketones and aldehydes to corresponding gem-dihydroperoxides using 30% aqueous hydrogen peroxide at room temperature. The reactions proceed with high rates and excellent yields.


2000 ◽  
Vol 35 (2) ◽  
pp. 245-262 ◽  
Author(s):  
Francis I. Onuska ◽  
Ken A. Terry ◽  
R. James Maguire

Abstract The analysis of aromatic amines, particularly benzidines, at trace levels in environmental media has been difficult because of the lack of suitable deactivated capillary column stationary phases for gas chromatography. This report describes the use of an improved type of column as well as a method for the analysis of anilines and benzidines in water, wastewater and sewage samples. Extraction procedures are applicable to a wide range of compounds that are effectively partitioned from an aqueous matrix into methylene chloride, or onto a solid-phase extraction cartridge. The extracted analytes are also amenable to separation on a capillary gas chromatographic column and transferable to the mass spectrometer. These contaminants are converted to their N-trifluoroacetyl derivatives. Aniline and some substituted anilines, and 3,3’-dichlorobenzidine and benzidine were determined in 24-h composite industrial water, wastewater, primary sludge and final effluent samples at concentrations from 0.03 up to 2760 µg/L.


2019 ◽  
Vol 23 (16) ◽  
pp. 1778-1788 ◽  
Author(s):  
Gurpreet Kaur ◽  
Arvind Singh ◽  
Kiran Bala ◽  
Mamta Devi ◽  
Anjana Kumari ◽  
...  

A simple, straightforward and efficient method has been developed for the synthesis of (E)-3-(arylimino)indolin-2-one derivatives and (E)-2-((4-methoxyphenyl)imino)- acenaphthylen-1(2H)-one. The synthesis of these biologically-significant scaffolds was achieved from the reactions of various substituted anilines and isatins or acenaphthaquinone, respectively, using commercially available, environmentally benign and naturally occurring organic acids such as mandelic acid or itaconic acid as catalyst in aqueous medium at room temperature. Mild reaction conditions, energy efficiency, good to excellent yields, environmentally benign conditions, easy isolation of products, no need of column chromatographic separation and the reusability of reaction media are some of the significant features of the present protocol.


2020 ◽  
Vol 2020 ◽  
pp. 1-9
Author(s):  
Hassan Kabirifard ◽  
Pardis Hafez Taghva ◽  
Hossein Teimouri ◽  
Niloofar Koosheshi ◽  
Parastoo Javadpour ◽  
...  

The reaction of 4-benzoyl-5-phenylamino-2,3-dihydrothiophene-2,3-dione (1) with aminoheteroaryls, lamotrigine, 1,3-diaminoheteroaryls, dapsone, NH2R (hydroxylamine, DL-1-phenylethylamine, and metformin), and 4,4′-bipyridine in THF/H2O (1 : 1) at room temperature led to 3-N-phenylthiocarbamoyl-2-butenamides 2–5, while that with naphthylamines and 1,3-phenylenediamine in ethanol at high temperature led to 5-phenylamino-2,5-dihydrothiophene-2-ones 6–8 as organic ligands in the medium to good yields. These showed the nucleophilic attacks of N-nucleophiles, except primary aromatic amines, on thioester carboxyl group (C-2) of thiophene-2,3-dione ring 1. However, the nucleophilic attacks of primary aromatic amines on the carbonyl group (C-3) of thiophene-2,3-dione 1 occurred in the form of substituted thiophenes.


2016 ◽  
Vol 6 (9) ◽  
pp. 3271-3278 ◽  
Author(s):  
Tiago A. G. Duarte ◽  
Sónia M. G. Pires ◽  
Isabel C. M. S. Santos ◽  
Mário M. Q. Simões ◽  
M. Graça P. M. S. Neves ◽  
...  

A manganese monosubstituted Keggin-type polyoxometalate was used as a catalyst in the oxidation of recalcitrant organosulfur compounds by hydrogen peroxide at room temperature.


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