59171-46-9

Upstream product

• 462-08-8 pyridin-3-ylamine 
• 936-61-8 Thiobenzoic acid O-ethyl ester 
• 5221-40-9 N-(3-pyridinyl)benzamide 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 
• 17452-27-6 pyridin-3-yl isothiocyanate 
• 150-60-7 dibenzyl disulphide 
• 103-82-2 phenylacetic acid 
• 2530-26-9 3-nitropyridine 

Downstream Products

• 5221-40-9 N-(3-pyridinyl)benzamide 
• 91813-44-4 2-phenylthiazolo<4,5-c>pyridine 
• 91813-36-4 2-phenyl thiazolo<5,4-b>pyridine 

Relevant academic research and scientific papers

Functionalization of activated methylene C-H bonds with nitroarenes and sulfur for the synthesis of thioamides

We report a method to obtain arylthioamides by the functionalization of sp3 C-H bonds in phenylacetic acids and benzyl alcohols. Reactions proceeded without the use of any solvents and were compatible with many functionalities and heterocycles. These conditions allow for a rapid synthesis of thioamides from simple, commercial substrates.

Sulfur-Catalyzed Oxidative Coupling of Dibenzyl Disulfides with Amines: Access to Thioamides and Aza Heterocycles

In the presence of catalytic amounts of elemental sulfur, dibenzyl disulfide/DMSO was found to be an excellent thiobenzoylating agent of amines to provide a wide range of thioamides. The reaction becomes autocatalytic when anilines substituted by an o-cyclizable group were used as nucleophile, leading to the corresponding 2-aryl aza heterocycles. (Figure presented.).

Catalyst- and Supporting-Electrolyte-Free Electrosynthesis of Benzothiazoles and Thiazolopyridines in Continuous Flow

A catalyst- and supporting electrolyte-free method for electrochemical dehydrogenative C?S bond formation in continuous flow has been developed. A broad range of N-arylthioamides have been converted to the corresponding benzothiazoles in good to excellent yields and with high current efficiencies. This transformation is achieved using only electricity and laboratory grade solvent, avoiding degassing or the use of inert atmosphere. This work highlights three advantages of electrochemistry in flow, which is (i) a supporting electrolyte-free reaction, (ii) an easy scale-up of the reaction without the need for a larger reactor and, (iii) the important and effective impact of having a good mixing of the reaction mixture, which can be achieved effectively with the use of flow systems. This clearly improves the reported methods for the synthesis of benzothiazoles.

Sulfated tungstate: An efficient catalyst for synthesis of thioamides via Kindler reaction

New application of sulfated tungstate, a mildly acidic solid inorganic acid, as reusable heterogeneous catalyst for efficient Kindler reaction, a three component reactions of aldehydes, amines and sulfur, for synthesis of thioamides is discussed.

Palladium-catalyzed C-H cyclization in water: A milder route to 2-arylbenzothiazoles

Water was successfully employed as a reaction medium in palladium-catalyzed C-H cyclization of thiobenzanilides. Reactions efficiently proceeded under considerably mild conditions such as 40 °C in water, providing a more practical, greener method for the synthesis of 2-arylbenzothiazoles. For some substrates, the addition of an amphiphilic surfactant greatly enhanced the process. The method represents a rare example of palladium-catalyzed C-H functionalization processes performed in water. Georg Thieme Verlag Stuttgart · New York.

Efficient synthesis of thiobenzanilides by Willgerodt-Kindler reaction with base catalysts

Willgerodt-Kindler reaction between anilines and benzaldehydes readily proceeded in the presence of catalytic amount of Na2S·9H 2O to give thiobenzanilides in moderate to good yields. The base catalyst was also available for preparation of primary thiobenzamide. Georg Thieme Verlag Stuttgart.

1H AND 13C NMR STUDY OF PYRIDYLAMIDES AND THIONAMIDES

1H and 13C NMR spectra are reported for several pyridylamides and thionamides.Complete analyses of the 13C spectra have yielded the chemical shifts and the direct and long range (13C, 1H) coupling constants. 13C chemical shifts show linear relationship with charge densities computed by CNDO method.The variations in the chemical shifts are discussed.

2-ARYL-OXAZOLO- AND THIAZOLOPYRIDINES. SYNTHESIS VIA CYCLIZATION OF N-(2-CHLORO-3-PYRIDINYL)ARYLAMIDES AND THIOAMIDES

Chloropyridinylenamides can by easily converted into oxazolo- and thiazolo pyridines by treatment with polyphosphoric acid and Lawesson reagent respectively.