Brief introduction of 3622-35-3

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzothiazole-6-carboxylic acid (0.0717 g, 0.582 mmol) and 1-hydroxybenzotriazole (118 mg, 0.874 mmol) were dissolved in N,N-dimethylformamide (8 mL, 100 mmol). N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (0.168 g, 0.874 mmol) was added and the reaction was stirred at rt for 20 min. Methyl-[4-(quinolin-2-ylmethoxy)-phenyl]-amine (0.153 g, 0.582 mmol) was added followed by triethylamine (0.244 mL, 1.75 mmol). The reaction was stirred at room temperature for 20 h. H2O (20 mL) was added to the reaction and the mixture was extracted with ethyl acetate (40 mL * 3). The combined organic phases were washed with satd aq NaHCO3 (40 mL), dried with magnesium sulfate, filtered and evaporated. The crude product was purified using column chromatography. The product fractions were combined and evaporated and the residue crystallised from ethyl acetate/heptane to yield the title compound as an off white solid (20% yield). 1H NMR: (600 MHz, CDCl3) delta 9.00 (s, 1H), 8.17 (d, J = 8.7 Hz, 1H), 8.05 (d, J = 8.7 Hz, 1H), 8.01 (s, 1H), 7.87 (d, J = 8.7 Hz, 1H), 7.83 (d, J = 8.2 Hz, 1H), 7.73 (dt, J = 1.4 Hz, J = 7.4 Hz, 1H), 7.59-7.53 (m, 2H), 7.35 (d, J = 8.2 Hz, 1H), 6.98 (d, J = 8.4 Hz, 2H), 6.86 (d, J = 8.8 Hz, 2H), 5.29 (s, 2H), 3.49 (s, 3H). [M+H+]: 426.1., 3622-35-3

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference:
Article; Kilburn, John Paul; Kehler, Jan; Langgard, Morten; Erichsen, Mette N.; Leth-Petersen, Sebastian; Larsen, Mogens; Christoffersen, Claus Tornby; Nielsen, Jacob; Bioorganic and Medicinal Chemistry; vol. 21; 19; (2013); p. 6053 – 6062;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 3622-35-3

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

At -78 C,11BuLi/Hex(2.5M) (28.5 mL, 71.4 mmol) was added dropwise into the solution of 6- carboxybenzothiazole (6.57 g, 37 mmol) in THF (450 mL) over 25 minutes. After the mixture was stirred for additional half an hour, the solution of Boc-HN-Arg(Mtr) Weinreb amide (1.63 g, 3.08 mmol) in THF (60 mL) was added slowly over 20 minutes at -78 C. After the addition then the mixture was stirred at -24 C to -20 C for 1.5 hours. The reaction was quenched with saturated aqueous NH4C1 (270 mL). The layers were separated and the aqueous layer was extracted with AcOEt. The organic phase was collected and washed with water, 5% citric acid, then dried with Na2SO4 and concentrated. The resulting residue was purified by silica gel chromatography with CH2C12/MeOH combination as eluent to give the title compound (0.91 g) in 46% yield. ?H NMR (400 MHz, METHANOL-d4) oe ppm 1.43 (s, 9 H) 1.66 (m, 4 H) 2.03 (s, 3 H) 2.54 (s, 3 H) 2.60 (s, 3 H) 3.22 – 3.29 (m, 2 H) 3.80 (s, 3 H)5.18 – 5.41 (m, 1 H) 6.55 (s, 1 H) 8.20 (m, 2 H) 8.79 (s, 1 H). MS(ESI): found: [M + Hj,648.4., 3622-35-3

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WASHINGTON UNIVERSITY; JANETKA, James,, W.; HAN, Zhenfu; HARRIS, Peter; KARMAKAR, Partha; (163 pag.)WO2016/144654; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica