Application of 6523-49-5, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 6523-49-5, name is 4-(1,2,4-Triazol-1-yl)aniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
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 result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 4-(1,2,4-Triazol-1-yl)aniline is helpful to your research.
Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/80401; (2007); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics