13442-04-1Relevant articles and documents
Synthesis of 3,6-diaryl-1,4,5-thiadiazepines from substituted 2-thiocyano acetophenone and investigation of reaction mechanism
Rahimizadeh,Feizyzadeh,Bakavoli,Eshghi
, p. 276 - 283 (2013/08/26)
In this work, we have studied the reaction of substituted 2-thiocyanoacetophenone and hydrazine hydrate as a novel and simple pathway for the preparation of the substituted 1,4,5-thiodiazepine ring system. The mechanism of this reaction revealed that in the initial step condensation of hydrazine with carbonyl groups of substituted 2-thiocyanoacetophenons 2a-2f gives the corresponding substituted aromatic dithiocyano azide intermediates which in turn undergo cyclization to1,4,5-thiadiazepines in the presence of hydrazine. This cyclization is a novel method for the preparation of sulfide bond from the reaction of hydrazine and a dithiocyano intermediate. An account of the reaction mechanism is given.
Preparation of 3,6-Disubstituted Pyridazines from 3-Thiapentane-1,5-diones via 2,7-Dihydro-1,4,5-thiadiazepines
Nakayama, Juzo,Konishi, Toru,Ishii, Akihiko,Hoshino, Masamatsu
, p. 2608 - 2612 (2007/10/02)
A series of 3-thiapentane-1,5-diones condense with hydrazine in the presence of a catalytic amount of p-toluenesulfonic acid in refluxing ethanol to give 2,7-dihydro-1,4,5-thiadiazepines in excellent yields.Thermal decomposition of the latter compounds in