Formation of 1,4,2-Dithiazolidines or 1,3-Thiazetidines from 1,1-Dichloro-2-nitroethene and Phenylthiourea Derivatives

Abstract

A method for preparation of 1,4,2-dithiazolidine or 1,3-thiazetidine heterocycles was developed by reactions of phenylthioureas with 1,1-dichloro-2-nitroethene. The solvent has a significant influence on the type of product formation. 1,4,2-Dithiazolidines were formed in the aprotic solvent chloroform, while in the protic solvent ethanol, 1,3-thiazetidines were the main products.

[1,2,4]Triazolo[3,4-b]benzothiazole Scaffold as Versatile Nicotinamide Mimic Allowing Nanomolar Inhibition of Different PARP Enzymes

“…All starting materials, reagents, and solvents were purchased from common commercial suppliers and were used as such without further purification. Compounds 2 , 60 7 , 61 11 , 53 16 , 53 19 , 62 20 , 54 33 , 63 44 , 64 45 , 65 46 , 66 48 , 64 49 , 67 50 , 68 51 , 69 52 , 70 53 , 69 54 , 71 55 , 72 56 , 72 58 , 71 59 , 71 60 , 73 61 , 74 62 , 70 63 , 71 64 , 75 68 , 75 69 , 75 70 , 75 73 , 75 77–79 , 76 80 , 77 81 , 78 and 82 ( 70 ) were prepared as described in the literature. Organic solutions were dried over anhydrous Na 2 SO 4 and concentrated with a rotary evaporator at low pressure.…”

[1,2,4]Triazolo[3,4-b]benzothiazole scaffold as versatile nicotinamide mimic allowing nanomolar inhibition of different PARP enzymes

“…All starting materials, reagents, and solvents were purchased from common commercial suppliers and were used as such without further purification. Compounds 2 59 , 7 60 , 11 52 , 16 52 , 19 61 , 20 53 , 33 62 , 44 63 , 45 64 , 46 65 , 48 63 , 49 66 , 50 67 , 51 68 , 52 69 , 53 68 , 54 70 , 55 71 , 56 71 , 58 70 , 59 70 , 60 72 , 61 73 , 62 69 , 63 70 , 64 74 , 68 74 , 69 74 , 70 74 , 73 74 , 77-79 75 , 80 76 , 81 77 , and 82 69 were prepared as described in literature. Organic solutions were dried over anhydrous Na 2 SO 4 and concentrated with rotary evaporator at low pressure.…”

Acid-Mediated Synthesis of Chromeno[2,3-b]pyridine Derivatives via Condensation of 2-Amino-3-formylchromones and 1-(Methylthio)-2-nitroenamine Derivatives

“…For instance, H2 receptor antagonists nizatidine [14] andranitidine [15] were both prepared from NMSM. In our previous work, diverse heterocyclic compounds have been constructed by a series of nitroalkenes as the building blocks [16] . Herein, we present an efficient protocol for the synthesis of chromeno[2, 3-b]pyridine derivatives via the condensation of substituted 2amino -4oxo -4Hchromene -3carboxaldehydes and NMSM derivatives under the catalysis of trifluoroacetic acid.…”