Simple exploration of 19989-67-4

The synthetic route of 19989-67-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19989-67-4,Benzo[d]thiazole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

To a mixture of compound B-184 (2.5 g, 15 mmol) in 50% ethanol/water (20 mL) was added hydroxylamine hydrochloride (2.1 g, 30 mmol) and potassium carbonate (4.2 g, 30 mmol) at room temperature. The mixture was stirred at room temperature overnight. On completion, the reaction was filtered, and the resulting filtrate was concentrated in vacuo and purified by silica gel column chromatography [petroleum ether : ethyl acetate = 20: 1] to give compound B-185 (2.3 g, 84% yield) as a white solid., 19989-67-4

The synthetic route of 19989-67-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 19989-67-4

19989-67-4 Benzo[d]thiazole-6-carbaldehyde 15089709, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19989-67-4,Benzo[d]thiazole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: rhodanine or hydantoine (1 eq), the corresponding aldehyde (1 eq) and sodium acetate (3eq) were dissolved in 5mL of acetic acid and the solution heated at 110C, if necessary under microwave conditions (130W for ?10min). After cooling, the precipitate was filtered off, washed to remove all the acetic acid and dried in vacuo. The reaction has been described in Mendgen etal. [39] to be stereospecific producing the Z-isomer as confirmed by the single peak in the HPLC., 19989-67-4

19989-67-4 Benzo[d]thiazole-6-carbaldehyde 15089709, athiazole compound, is more and more widely used in various fields.

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

Brief introduction of 19989-67-4

19989-67-4, As the paragraph descriping shows that 19989-67-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19989-67-4,Benzo[d]thiazole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: rhodanine or hydantoine (1 eq), the corresponding aldehyde (1 eq) and sodium acetate (3eq) were dissolved in 5mL of acetic acid and the solution heated at 110C, if necessary under microwave conditions (130W for ?10min). After cooling, the precipitate was filtered off, washed to remove all the acetic acid and dried in vacuo. The reaction has been described in Mendgen etal. [39] to be stereospecific producing the Z-isomer as confirmed by the single peak in the HPLC. 4.1.2 Synthesis of (Z)-5-(benzo[d]thiazol-6-ylmethylene)-2-thioxothiazolidin-4-one (16) Rhodanine (0.254 g, 1.84 mmol), 1,3-benzothiazole-6-carbaldehyde (0.300 g, 1.84 mmol) and sodium acetate (0.452 g, 5.51 mmol) were used following the general procedure A described above. Yield: 2%. Mp: > 300 C. 1H NMR (500 MHz, DMSO-d6) delta ppm 7.76 (d, J = 8.51 Hz, 1H) 7.78 (s, 1H) 8.21 (d, J = 8.51 Hz, 1H) 8.47 (s, 1H) 9.50-9.58 (m, 1H) 13.88 (br. s., 1H). 13C NMR (126 MHz, DMSO-d6) delta ppm 123.74 (s, 1C) 125.09 (s, 1C) 125.97 (s, 1C) 128.30 (s, 1C) 130.26 (s, 1C) 131.13 (s, 1C) 134.94 (s, 1C) 153.93 (s, 1C) 159.56 (s, 1C) 169.43 (s, 1C) 195.71 (s, 1C). LC-MS (ESI): m/z MH+ = 279.

19989-67-4, As the paragraph descriping shows that 19989-67-4 is playing an increasingly important role.

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

Some tips on 19989-67-4

The synthetic route of 19989-67-4 has been constantly updated, and we look forward to future research findings.

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