z-logo
Premium
Arbeiten über Phosphorsäure‐ und Thiophosphorsäure‐ester mit einem heterocyclischen Substituenten. 6. Mitteilung . 3‐Acyl‐thio‐ und ‐dithio‐carbazinsäure‐alkylester und 2′‐(Dialkoxy‐phosphinothioyl)‐carbonsäurehydrazide sowie deren Ringschluss zu 3‐Acyl‐5‐alkoxy‐ und ‐5‐alkylthio‐1,3,4‐thiadiazol‐2(3 H )‐onen bzw. 3‐(Dialkoxy‐phosphinothioyl)‐5‐substit.‐1,3,4‐oxadiazol‐2(3 H )‐onen
Author(s) -
Rüfenacht Kurt
Publication year - 1973
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19730560108
Subject(s) - chemistry , thio , pyridine , alkoxy group , medicinal chemistry , triethylamine , phosphoric acid , carboxylic acid , ring (chemistry) , radical , polymer chemistry , alkyl , organic chemistry
Thio‐ and dithio‐carbazic acid alkyl esters, acylated in position 3 by radicals of carboxylic, sulfonic, phosphoric, thiophosphoric or thiophosphonic acids, undergo spontaneous ring closure with phosgene, in absence of any acid binding agent, to form the corresponding 3‐acyl‐5‐alkoxy‐ and ‐5‐alkylthio‐l,3,4‐thiadiazol‐2(3 H )‐ones. Similarly 3‐thiophosphorylated 5‐substituted 1,3,4‐oxadiazol‐2(3 H )‐ones can be prepared from carboxylic acid hydrazides acylated by thiophosphoric acid radicals. In the latter case, however, a stoichiometric amount of pyridine is necessary to avoid cleavage of the PN‐bonding.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom