Azofarbstoffe durch oxydative Kupplung, XXIX. Derivate der 3‐Methyl‐1.2‐benzisothiazolon‐(2)‐, 1.3‐Benzdithiolon‐(2)‐ und 1.2‐Benzdithiolon‐(3)‐hydrazone

Abstract

Die Synthese der Hydrazone 5 und 6 wird beschrieben; ebenso die einiger Hydrazin‐Derivate des 1.2‐Benzisothiazolons‐(2), deren Tautomerie untersucht wird. In allen Fällen gelingt die oxydative Kupplung mit 1‐Hydroxy‐naphthoesäureanilid‐(2) sowie Dimethylanilin. Die Eigenschaften der Farbstoffe werden kurz diskutiert. Die oxydative Kupplung mit 5 und 6 überschreitet die bisherige Grenze dieser allgemeinen Reaktion.

Five‐Membered Heterocycles with Two Heteroatoms: O and S Derivatives

“…2-Methylsulfanyl-1,3-dithiolylium salts 239 give the corresponding 2-amino-1,3-dithiolylium salts 240 with secondary amines [198]. Primary amines react with 239 to afford 2-imino-1,3-dithioles 241 [199]. 2-Methylsulfanyl-1,3-dithiolylium salts 239 also react with Grignard reagents to form 2-alkyl-2-methylsulfanyl-1,3-dithiolylium salts 242, which may react with excess Grignard reagent to give 2,2-dialkyl-1,3-dithioles 243 (Scheme 11.75) [200].…”

Structural Study of N-(1,3-Benzothiazol-2-yl)-4-Halobenzenesulfonylhydrazides: Hirshfeld Surface Analysis and PIXEL Calculations

“…A special group of derivatives are the hydrazonylsulfones, such as Bt-NHNHSO 2 R, III, and their iminotautomers, IIIA (see Figure 1). They played a significant part in the work of Huenig and co-workers in the late 1950s to early 1970s [21,22] and in several patents submitted by Agfa, essentially because of their optical properties [23]. Over subsequent years, patents and articles have reported on an expanded range of potential applications, namely as ligands for metal extraction [24] and as optical materials [25], as well as for their possible biological uses, for example as fibroblast growth factor antagonists [26], as autotaxin inhibitors [27] and as inhibitors of Wnt antagonist DKK [28] and cytosolic phospholipase A2α [29].…”