4-Phenyl-2-(2-pyridyl)thiazole, 97% synthesis
- Product Name:4-Phenyl-2-(2-pyridyl)thiazole, 97%
- CAS Number:14384-67-9
- Molecular formula:C14H10N2S
- Molecular Weight:238.31
Yield: 81%
Reaction Conditions:
in N,N-dimethyl-formamide at 20; for 24 h;Inert atmosphere;
Steps:
Synthesis of 4-Phenyl-2-(2-Pyridyl)Thiazole (2-PTP) [25]
To 25 mL N,N-dimethyl formamide (DMF) containing α-b r omo a c e t o p heno n e ( 1 . 1 g , 5 . 5 m m o l ) , 2-pyridinecarbothioamide (760 mg, 5.5 mmol) was added.After kept stirring for 24 h, the reaction mixture was diluted with 200 mL EtOAc followed by washing with brine. Theorganic layer was dried over anhydrous Na2SO4 and evaporatedunder reduced pressure. Separation through flash columnchromatography using a mixture of n-hexane andEtOAc as eluents provided a white solid as the product. Yield: 81.0 %. Mp: 72-73 °C. IR (film, cm-1): 3111, 3057,1576, 1499, 1462, 1461, 1273, 1240, 1065, 993, 781, 740,683. 1H NMR (CDCl3, 300 MHz, ppm) δ = 7.37-7.39 (m,2H), 7.46-7.51 (m, 2H), 7.63 (s, 1H), 7.83-7.88 (m, 1H), 8.03(d, 2H, J = 7.0 Hz), 8.36 (d, 1H, J = 7.8 Hz), 8.58 (d, 1H,J = 4.6 Hz).13C NMR (CDCl3, 75 MHz, ppm) δ = 115.3,119.9, 124.5, 126.4, 128.2, 128.8, 134.5, 137.1, 149.5,151.5, 156.7, 168.8. Anal. Calcd. (%) for C14H10N2S: C70.56, H 4.23, N 11.76. Found: C 70.48, H 4.31, N 12.01.
References:
Yang, Ming-Yang;Zhao, Xiao-Long;Zheng, Ming-Hua;Wang, Yue;Jin, Jing-Yi [Journal of Fluorescence,2016,vol. 26,# 5,p. 1653 - 1657]
