Rapid Synthesis of 1-Aryl-3, 3-dimethyltriazenes by Using In Situ Generated Aryldiazonium Tetrafluoroborate Salts with DMF-DMA under Ambient Conditions

An efficient and rapid method of synthesizing 1-3,3-dimethyl triazenes has been developed. This method involves utilizing in situ generated aryldiazonium tetrafluoroborate salts using substituted aryl amines with DMF-DMA (N,N-Dimethylformamide-dimethyl acetal) at room temperature. This reaction achieved good to excellent yields (68-95 %) under ambient conditions with a significantly faster rate. The proposed reaction was screened with various withdrawing, donating, and neutral groups containing aryldiazonium salts, and obtained products were confirmed by H-1, C-13 NMR and mass spectroscopy techniques.

Automated summary

An efficient and rapid method for synthesizing 1-3,3-dimethyl triazenes has been developed using in situ generated aryldiazonium tetrafluoroborate salts and DMF-DMA at room temperature. The reaction conditions are mild and yield high.