With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.2103-99-3,4-(4-Chlorophenyl)thiazol-2-amine,as a common compound, the synthetic route is as follows.
3,4-Dibutyryloxybenzoic acid (216 mg, 0.73 mmol) was dissolved in dichloromethane (5 mL). DMF (50 muL) and 2 M oxalyl chloride in CH2Cl2 (0.6 mL) were added to it at RT The mixture became a yellowish solution. After 0.5 hour stirring, the solvent was removed in vacuo. The residue was dissolved in dioxane (10 mL). 2-Amino-4-(4-chlorophenyl)thiazole (210 mg, 1.0 mmol) was added to it, followed by addition of pyridine (150 uL). The mixture was heated at 100¡ã C. for 1 hour. After cooling down to RT, the solvent was removed in vacuo. The residue was dissolved in EtOAc (50 mL) and washed with water (50 mL). The EtOAc solution was dried over sodium sulfate. After filtration and concentration, the residue was purified by chromatography eluted with CHCl3. The collected fractions were concentrated and purified again by chromatotron (silica) eluted with CHCl3 to afford the product (120 mg, Y=34percent). 1H NMR (CDCl3) delta 10.01 (bs, 1 H), 7.70-7.80 (m, 4 H), 7.35 (d, J=8.7 Hz, 2 H), 7.30 (dd, J=8.44 Hz, J=1.8 Hz, 1 H), 7.18 (s, 1 H), 2.55 (t, d=7.5 Hz, 2 H), 2.54 (t, d=7.5 Hz, 2 H), 1.70-1.86 (m, 4 H), 1.06 (t, d=7.5 Hz, 3 H), 1.05 (t, d=75 Hz, 3 H); 13C NMR (CDCl3) delta 170.5, 170.2, 163.0, 158.2, 148.9, 145.7, 142.3, 133.7, 132.5, 130.0, 128.7 (2 C), 127.2 (2 C), 125.4, 123.9, 123.1, 108.5, 35.9, 35.8, 18.5, 18.4, 13.7 (2 C); MS (MALDI-TOF) m/z calcd for C24H24ClN2O5S (M+H+) 487, found 487., 2103-99-3
The synthetic route of 2103-99-3 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Apogee Biotechnology Corporation; US2007/32531; (2007); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica