19989-67-4, Benzo[d]thiazole-6-carbaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
To a solution of NaH in toluene dry (0.146 g, 6.1 mmol) add a solution of the gamma-butyrolactone (0.253 g, 2.94 mmol, 0.226 mL) and stir it at room temperature overnight. On the further day, add the 1,3-benzothiazole-6-carbaldehyde (0.300 g, 1.83 mmol) dissolved in toluene dry drop by drop in an ice cooled bath. Slowly increase the temperature to reflux until the starting materials are consumed. Cool down, add a solution of H2SO4 10% and stir at room temperature for few minutes. Add 10 mL of water and extract 3 times with ethyl acetate (10 mL). Wash the last time with brine and dry the organic phases on Na2SO4. After evaporating the solvent in vacuo, purify the crude product by chromatography.Yield: 33%. Mp: 176C. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 3.35 (td, J=7.22, 2.89 Hz, 2 H) 4.53 (t, J=7.26 Hz, 2 H) 7.68 (dd, J=8.75, 1.68 Hz, 1 H) 7.72 (t, J=2.89 Hz, 1 H) 8.12 (d, J=1.49 Hz, 1 H) 8.20 (d, J=8.75 Hz, 1 H) 9.09 (s, 1 H). 13C NMR (75 MHz, CHLOROFORM-d) delta ppm 27.53 (s, 1 C) 65.40 (s, 1 C) 123.71 (s, 1 C) 123.97 (s, 1 C) 124.27 (s, 1 C) 127.77 (s, 1 C) 132.33 (s, 1 C) 134.66 (s, 1 C) 135.91 (s, 1 C) 153.81 (s, 1 C) 155.96 (s, 1 C) 172.22 (s, 1 C). LC-MS (ESI): m/z MH+= 232., 19989-67-4
The synthetic route of 19989-67-4 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Mariano, Marica; Hartmann, Rolf W.; Engel, Matthias; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 209 – 216;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica