73541-92-1Relevant academic research and scientific papers
Regioselective hydrodehalogenation of 3,5-dihaloisothiazole-4- carbonitriles: Synthesis of 3-haloisothiazole-4-carbonitriles
Ioannidou, Heraklidia A.,Koutentis, Panayiotis A.
, p. 3348 - 3354 (2011)
3,5-Dibromoisothiazole-4-carbonitrile 1 treated with Zn or In dust (5 equiv) and HCO2H undergoes regioselective hydrodebromination to give 3-bromoisothiazole-4-carbonitrile 3 in 70-74% yield. Similarly, 5-bromo and iodo 3-chloroisothiazole-4-carbonitriles 8 and 9 give 3-chloroisothiazole-4- carbonitrile 4 in 77 and 85% yields, respectively. Also hydrodeamination of 5-amino-3-chloroisothiazole-4-carbonitrile 7 using isoamyl nitrite gives the latter in 95% yield. The dibromoisothiazole 1 reacts with Zn dust in either DCO2D or HCO2D to give 3-bromo-5-deuterioisothiazole-4- carbonitrile 10 in 71 and 58% yields, respectively. The 3-bromoisothiazole 3 reacts with cyclic dialkylamines to give the corresponding 2- (dialkylaminomethylene)-malononitriles and not the expected 3- dialkylaminoisothiazole-4-carbonitriles. Finally, the 3-bromoisothiazole 3 is readily converted into both 3-bromoisothiazole-4-carboxamide 19 and the carboxylic acid 20. All products are fully characterized.
Hydrogenation of imino-bisnitriles - Synthesis of novel triamines
Sundaramoorthi, Raji,Keenan, Terence P.
, p. 417 - 423 (2007/10/03)
The hydrogenation of iminonitriles and iminobisnitriles of type 1a-f is a particularly difficult process as the intermediate dieneamines are highly susceptible to addition reactions. A short general method of preparation and purification of 2-aminomethylene-1,3-diamine of type 2a-e by catalytic hydrogenation of iminobisnitriles is described. Copyright Taylor & Francis Group, LLC.
1,1'-Dicyano-2-substituted ethylenes : A new class of glucose uptake inhibitors in antifilarial chemotherapy
Tewari, Swati,Chauhan,Bhaduri,Singh,Fatma, Nigar,Chatterjee,Srivastava
, p. 1891 - 1896 (2007/10/03)
Several 1,1'-dicyano-2-substituted ethylenes (2-16) were synthesized and evaluated for in vivo antifilarial activity. Some of the screened compounds showed significant antifilarial response against Acanthocheilonema viteae in rodents.
Muscle relaxants. 3rd communication: Development of acrylic acid derivatives of potential muscle relaxing activity
Kreutzberger,Kreutzberger
, p. 232 - 234 (2007/10/02)
With reference to the occurrence of C=C partial structures and alkyl carboxylate groupings in muscle relaxants, the synthesis of acrylic acid derivatives by the aminomethinylation procedure has been followed up. From the reaction of s-triazine (1) with methyl acetoacetate (2a) and piperidine (5a), methyl 2-acetyl-3-piperidino acrylate (6a) arises. Analogously, 3-pyrrolidinoacrylophenone (6b) and 3-morpholinoacrylophenone (6c) are formed. In the same manner, the 3-component reaction comprising the interaction of 1 with malononitrile (7) and a secondary amine (5) gives rise to the formation of the aminomethylenemalononitrile structure 8.
