Ueber o‐Nitrobenzylmercaptan

The Von Braun Cyanogen Bromide Reaction I. Application to Pyrrolidines and Ethylenimines (1)

“…Although Gabriel and Hirsch (10) have prepared ethylenimines by the action of alkali on ß-haloamines, the most satisfactory method for the synthesis of these substances is that of Wenker (11) involving treatment of the inner salt of the sulfate ester of a |8-aminoalcohol with strong alkali. Since considerable quantities of N-alkylethylenimines were required in the present work a more convenient laboratory procedure which has given consistent yields of N-alkylethylenimines of the order of 70-80% was developed by modification of Wenker's general method.…”

Cascade Radical Pathway-Enabled Nitrogen–Sulfur Coupling: Access to Isothiazolo[3,4-b]-meso-tetraarylporphyrins

“…Considering the biological and material attributes of porphyrin and isothiazole scaffolds, we envisaged constructing an isothiazole ring system on the periphery of meso -tetraarylporphyrins for the study of their photophysical characteristics. According to the literature reports, simple 2,1-benzisothiazoles were synthesized by employing 2-nitrobenzyl mercaptan derivatives, − 2-aminobenzyl mercaptan, o -toluidines, , sulfur diimide derivatives, o -aminothiobenzamides, o -nitrothiobenzamides, o -azidoarylthioketones, and 2-aminobenzothiohydrazides as starting substrates under diverse reaction conditions (Scheme ). On the contrary, the present study outlines a novel protocol to fabricate β-isothiazole-fused porphyrins for the first time through an in situ thionation of 2-benzoylamino-3-formyl-5,10,15,20-tetraarylporphyrins in the presence of Lawesson’s reagent, followed by an intramolecular cascade nitrogen–sulfur radical coupling reaction.…”

REACTION OF BENZYLAMINE WITH 3-NITROSO-2-OXAZOLIDONE1

“…N-2-Hydroxyethylbenzylamine. Ethylene chlorohydrin (4 g., 0.05 mole) was added dropwise to a solution of 10.7 g. (0.1 mole) of benzylamine in 25 ml. of water with stirring under reflux in a nitrogen atmosphere.…”