The general procedure for the synthesis of 3-(4-bromophenyl)-1H-[1,2,4]triazole from the compound (CAS:1269646-41-4) is as follows:
Example 7: Preparation of 3-(4-bromophenyl)-1H-1,2,4-triazole (C4)
1. cool 17.2 g (67.3 mmol) of a 35 mL solution of (E)-4-bromo-N-((dimethylamino)methylene)benzamide (C3) in an ice bath in 35 mL of acetic acid.
2. 6.50 mL (104 mmol) of hydrazine monohydrate was added slowly while stirring vigorously. Observe that a white solid begins to form.
3. The reaction mixture was heated to 90°C for 3 hours.
4. Upon completion of the reaction, the solution was cooled to room temperature and poured into 150 mL of cold water.
5. The precipitate was collected by filtration, washed with cold water, and then dried under vacuum overnight to afford 3-(4-bromophenyl)-1H-[1,2,4]triazole as a white solid (14.5 g, 91% yield).
Product characterization: melting point >200 °C (decomposition); 1H NMR (400 MHz, DMSO-d6) δ 14.24 (s, 1H), 8.52 (s, 1H), 8.04-7.91 (m, 2H), 7.75-7.63 (m, 2H); ESIMS m/z 224 ([M]+).
![Benzamide, 4-bromo-N-[(dimethylamino)methylene]-, [N(E)]-](/CAS/20240320/GIF/1269646-41-4.gif)
