6280-32-6Relevant academic research and scientific papers
Synthesis of 5-Substituted 1 H-Tetrazoles from Nitriles by Continuous Flow: Application to the Synthesis of Valsartan
Carpentier, Florian,Felpin, Fran?ois-Xavier,Zammattio, Fran?oise,Le Grognec, Erwan
, p. 752 - 761 (2020/03/13)
An efficient continuous flow process for the synthesis of 5-substituted 1H-tetrazoles is described. The process involves the reaction between a polymer-supported triorganotin azide and organic nitriles. The polymer-supported organotin azide, which is in situ generated with a polystyrene-supported triorganotin alkoxide and trimethylsilylazide, is immobilized in a packed bed reactor. This approach is simple, fast (it takes from 7.5 to 15 min), and guarantees a low concentration of tin residues in the products (5 ppm). The process was developed to aryl-, heteroaryl-, and also alkylnitriles and was applied for the synthesis of valsartan, an angiotensin II receptor antagonist.
Fimctlonalized tetrazoles from cyanogen azide with secondary amines
Joo, Young-Hyuk,Shreeve, Jean'ne M.
experimental part, p. 3573 - 3578 (2009/10/26)
Secondary amines react with cyanogen azide at ambient temperature in water/acetonitrile to provide tetrazole derivatives directly. The scope and limitations with regard to steric hindrance of the amine are discussed. Although reaction yields are moderate, 29-81%, the cyanogen azide reactions provide a direct and versatile route to functionalized tetrazoles that: may be especially useful considering the diversity of amines suitable for this transformation.
A general route to 5-aminotetrazoles
Katritzky, Alan R.,Rogovoy, Boris V.,Kovalenko, Katherine V.
, p. 4941 - 4943 (2007/10/03)
Various di- and trisubstituted (benzotriazolyl)- carboximidamides were used for the preparation of N,N-di-and 1,N,N-trisubstituted 5-aminotetrazoles 3a-e and 6a-d under mild conditions in good to excellent yields.
