Synthetic Route of 6523-49-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, This compound has unique chemical properties. The synthetic route is as follows.
A mixture of Intermediate 8 (200 mg) and Intermediate 6 (490 mg) were combined with terakis(triphenylphosphine) palladium (0) (95 mg) in DME (3 ml) and sodium carbonate (1 ml) and heated to 100 overnight. The cooled mixture was diluted with water and extracted into DCM. The organic phases were combined, concentrated and partially purified by column chromatography with CH2Cl2/Et0H/ NH3 (200:8:1) to give coupled material. A portion of this material (70 mg) was heated in acetic acid(1 ml) with 4-triazolylaniline (37 mg) at 80 over 1 h. The mixture was concentrated, basified with sat. NaHCO3 and the resulting precipitate isolated by filtration and washed with water and ether, dried then washed with EtOAc, MeCN, then ether and dried to give the title compound (32 mg, 34 %).1H NMR delta 10.4 (IH, br s), 9.27 (IH, s), 8.82 (IH, s), 8.6 (IH, s), 8.23 (IH, s),8.16 (2H, d, J 8.85Hz), 7.95 (2H, d, J 8.85Hz), 7.44 (2H, m), 7.13 (IH, d, J 8.2Hz), 4.15 (4H, m), 1.37 (6H, m); LC-MS rt 2.44, m/z 453 ES+.
The chemical industry reduces the impact on the environment during synthesis 4-(1,2,4-Triazol-1-yl)aniline. I believe this compound will play a more active role in future production and life.
Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics