Synthesis of bis(1,5-disubstituted tetrazoles) via double four component Azido-Ugi reaction

A double four component Azido-Ugi reaction of isocyanide, TMSN3, aldehyde, and 4,4 '-sulfonyldianiline with two amine functional groups in MeOH at 65 degrees C has been described. The synthesis of pharmacologically and structurally interesting compounds with two 1,5-disubstituted tetrazole rings via a reaction from available and inexpensive reagents under a convenient process and mild reaction conditions has been reported. Modifications in the structure of the reaction product could be followed by varying the aldehyde or isocyanide component. The products are new and were well described by Mass, H-1 NMR, and C-13 NMR spectral studies.

Automated summary

The study describes a double four component Azido-Ugi reaction involving isocyanide, TMSN3, aldehyde, and 4,4'-sulfonyldianiline with two amine functional groups in MeOH at 65 degrees C. It reports the synthesis of pharmacologically and structurally interesting compounds with two 1,5-disubstituted tetrazole rings from available and inexpensive reagents using a convenient process and mild reaction conditions. Modifications in the structure of the reaction product could be achieved by varying the aldehyde or isocyanide component, with the products being characterized by Mass, H-1 NMR, and C-13 NMR spectral studies as new.