2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID synthesis
- Product Name:2-(4-CHLOROPHENYL)-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID
- CAS Number:54001-17-1
- Molecular formula:C11H8ClNO2S
- Molecular Weight:253.7
54001-12-6
23 suppliers
$130.00/500mg
54001-17-1
34 suppliers
$54.00/500mg
Yield:54001-17-1 83%
Reaction Conditions:
with lithium hydroxide monohydrate in methanol;ethanol;lithium hydroxide monohydrate; for 3 h;
Steps:
2-(4-Chlorophenyl)-4-methylthiazole-5-carboxylic acid (3a)
LiOH (1.27 g, 53.4 mmol) was added to a solution of ethyl 2-(4-chlorophenyl)-4-methylthiazole-5-carboxylate (2.5 g, 8.9 mmol) in a 1:1:1 mixture of H2O/EtOH/MeOH (45 ml). The solution was then stirred for 3 h under reflux. After returning to ambient temperature, the solution was filtered and the filtrate was reduced under reduced pressure. Water (50 ml) was added and the pH was adjusted to 3-4 with HCl. The solid was filtered, washed with water and dried under vacuum for 15 h to give 1.87 g of acid 3a (7.4 mmol, 83%) as a white solid. 1H NMR (400 MHz, (CD3)2SO) δ 7.98 (d, J = 8.4 Hz, 2H), 7.57 (d, J = 8.4 Hz, 2H), 2.67 (s, 3H). 13C NMR (100, MHz, (CD3)2SO) δ 167.5, 163.3, 160.1, 136.3, 131.6, 129.9, 128.6, 123.8, 17.5.
References:
Chouha, Nora;Abou-Hamdan, Hussein;Yurugi, Hajime;Yoshii, Riku;Ii, Hiromi;Najem, Ahmad;Ghanem, Ghanem E.;Nakata, Susumu;Rajalingam, Krishnaraj;Peng, Yu;Wang, Dong;Nebigil, Canan G.;Désaubry, Laurent [European Journal of Medicinal Chemistry,2022,vol. 242,art. no. 114635] Location in patent:supporting information
337924-65-9
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$118.00/500mg
54001-17-1
34 suppliers
$54.00/500mg
2521-24-6
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$15.00/1g
54001-17-1
34 suppliers
$54.00/500mg
619-56-7
214 suppliers
$30.00/25g
54001-17-1
34 suppliers
$54.00/500mg