Category: 943-03-3

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.943-03-3,6-Methoxybenzo[d]thiazole-2-carbonitrile,as a common compound, the synthetic route is as follows.

943-03-3, STR24 2-Cyano-6-hydroxybenzothiazole. Dry pyridinium hydrochloride (34.0 g, 0.294 mol) and 2-cyano-6-methoxy-benzothiazole (Aldrich Chemical Co., 3.0 g, 0.016 mol) were added into a 500 mL round bottom flask which was preheated in an oil bath at 100° C. The bath temperature was increased to 190° C. and the reaction mixture was refluxed at this temperature for 2 h. After the completion of reaction, it was cooled to room temperature to obtain a yellow solid which was dissolved in methanol. Silica was added to this solution and evaporated to dryness. This material was then chromatographed using 30percent ethyl acetate/hexane to obtain 2.7 g of the product as a white solid (95percent): mp 120° C.; 1 H NMR (CD3 OD) delta 5.68 (bs, 1H), 8.02-8.82 (m, 3H); — C NMR (CD3 OD) delta 106.96, 114.26, 119.59, 126.53, 133.83, 138.93, 147.25, 160.23; MS m/e (rel intensity) 176 (100), 151 (3), 124 (5), 96 (15), 85 (4), 69 (7), 57 (5); Exact mass: calcd 176.0044, found 176.0047. STR25

943-03-3 6-Methoxybenzo[d]thiazole-2-carbonitrile 342109, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Board of Governors of Wayne State University; US5616729; (1997); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

943-03-3, 6-Methoxybenzo[d]thiazole-2-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

943-03-3, Pyridinium chloride (19.5 g) was added to 6-methoxybenzo [d] thiazole-2-carbonitrile (766 mg, 4.03 mmol) under argon atmosphere at room temperature. The obtained mixture was heated to 200 ° C. under an argon atmosphere to melt the pyridinium chloride and then stirred at 200 ° C. for 1 hour.The reaction mixture was allowed to cool to room temperature, 2 M hydrochloric acid (250 mL) was added, and the mixture was further extracted with ethyl acetate (3 × 100 mL). The combined organic layer was dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (silica gel 85 g; hexane-ethyl acetate (1: 1)) to give 6-hydroxybenzo [d] thiazole-2-carbonitrile

As the paragraph descriping shows that 943-03-3 is playing an increasingly important role.

Reference：
Patent; KEIO UNIVERSITY; SAITOH, TSUYOSHI; NISHIYAMA, SHIGERU; IOKA, SHUJI; MAKI, SHOJIRO; NIWA, HARUKI; (19 pag.)JP6095208; (2017); B2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

943-03-3,943-03-3, 6-Methoxybenzo[d]thiazole-2-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Pyridine hydrochloride (1.0 g, 8.65 mmol) and 2-cyano-6-methoxybenzothiazole, 2, (0.5 g, 2.63 mmol) were added to a 5 mL microwave flask with a stirbar. Nitrogen gas was added to the reaction vessel immediately before it was shut. The flask was heated to 200° C. using a power level of 150 W for 40 minutes in a Biotage microwave synthesizer. The reaction was stirred at 600 rpm. The reaction was cooled and neutralized with sodium bicarbonate. During neutralization, the crude product precipitated from the solution as a yellow solid. The precipitate was filtered, and the filtrate was washed three times with ethyl acetate. Combination of the crude product from the ethyl acetate washes and the yellow precipitate and purification on a silica column (70:30 hexanes:ethyl acetate, dry loaded) yielded 408.7 mg (88percent) of the pure product. 1H NMR (300 MHz, CD3OD): delta 7.13 (1H, dd, J=9 Hz), 7.36 (1H, d, J=2.1 Hz), 7.95 (1H, d, J=9 Hz). LRESI-MS: calculated for [C8H4N2OS] 176.0. found 176.1.

943-03-3 6-Methoxybenzo[d]thiazole-2-carbonitrile 342109, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; The Regents of the University of California; Chang, Christopher J.; van de Bittner, Genevieve C.; Dubikovskaya, Elena A.; Bertozzi, Carolyn R.; US2013/315829; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

943-03-3, 6-Methoxybenzo[d]thiazole-2-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,943-03-3

Pyridine hydrochloride (1.18 g, 10.2 mmol, 10 eq) and 6-methoxy-2-cyanobenzothiazole (0.195 g, 1 .02 mmol, 1 eq) were combined in a rigorously dried sealed tube, purged and placed underan inert nitrogen atmosphere. The reaction mixture was then stirred at 180 00 for 1 h. The resulting red-brown residue was cooled to room temperature and then dissolved in EtOAc (20 mL) and washed with saturated NaHCO3 (1 x 20 mL), 1M HCI (1 x 10 mL), H20 (4 x 10 mL), and brine (1 x 1 0 mL). The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The crude product was purified using column chromatography eluting with 3:7 EtOAc:Hexane to yield 2-cyano-6-hydroxybenzothiazole as a pale yellow solid. Mp: 202-207 0C (lit. 205-207 oc). 1H-NMR(400 MHz, DMSO) 510.51 (1H, brs, -OH), 7.89 (1H, d, J = 9.0 Hz, H-4), 7.60 (1H, d, J = 2.4 Hz,H-7), 7.19 (1H, dd, J = 9.1, 2.4 Hz, H-5) ppm. 13C-NMR (100.6 MHz, CDCI3) 5160.4(0-2), 147.4(C-6), 139.1 (C-3), 134.0 (0-8), 126.8 (C-7), 119.8 (C-5), 114.4 (C-i), 107.5 (C-4) ppm. MS(ESI+): m/z Calculated for C8H4N2OS [M+H] 177.0122, found 177.0117.

As the paragraph descriping shows that 943-03-3 is playing an increasingly important role.

Reference：
Patent; UNIVERSITY OF CAPE TOWN; JARDINE, Moegamat Anwar; RYLANDS, Marwaan; (60 pag.)WO2019/21202; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

943-03-3, 6-Methoxybenzo[d]thiazole-2-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,943-03-3

Pyridine hydrochloride (2.32 g) was added to 2-cyano-6-methoxybenzothiazole 31 (51.4 mg, 0.271 mmol) and heated to 200°C in an argon atmosphere to dissolve the pyridine hydrochloride, and the reaction mixture was stirred for 30 minutes. The reaction mixture was allowed to cool, and then 1 M hydrochloric acid (50 ml) was added. After extraction with ethyl acetate (3 x 50 ml) and drying of the organic layer with anhydrous sodium sulfate, the result was concentrated in vacuo. The resulting residue was purified by preparative thin-layer silica gel chromatography {one 20 cm x 20 cm x 1.75 mm plate; hexane-ethyl acetate (1:1)}, yielding 2-cyano-6-hydroxybenzothiazole 32 (47.2 mg, 99percent) as a pale yellow solid. 1H NMR (270 MHz, CD3OD) delta 7.17 (1H, dd, J = 2.7, 9.2 Hz), 7.41 (1H, d, J = 2.7 Hz), 7.99 (1H, d, J = 9.2 Hz)

The synthetic route of 943-03-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; The University of Electro-Communications; NISHIYAMA Shigeru; SAITO Tsuyoshi; MAKI Shojiro; NIWA Haruki; EP2754657; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.943-03-3,6-Methoxybenzo[d]thiazole-2-carbonitrile,as a common compound, the synthetic route is as follows.

943-03-3, Pyridine hydrochloride (1.8 g, 15.57 mmol) was added to a 15 mL pressure tube and heated to 200 °C until completely dissolved.Then 2-cyano-6-methoxybenzothiazole (100 mg, 0.53 mmol) was added, followed by a reaction at 200 ° C for 2 h.The above reaction solution was adjusted to pH 7 with a 10percent NaHCO3 solution under ice bath. With EtOAc (15mL × 5) mixture was extracted, the organic layer was dried over anhydrous Na2SO4 and concentrated, the solvent was removed under reduced pressure.The crude product was purified by silica gel column chromatography (silica, hexane:EtOAc, 8:1 v/v).Obtained 50 mg of a white solid.The yield was 54.0percent.

943-03-3 6-Methoxybenzo[d]thiazole-2-carbonitrile 342109, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Xuzhou Medical University; Zhang Ling; Sheng Zhijia; Xue Yunsheng; Zheng Youguang; Zhang Yiran; Kai Xiaoning; (34 pag.)CN109293653; (2019); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.943-03-3,6-Methoxybenzo[d]thiazole-2-carbonitrile,as a common compound, the synthetic route is as follows.

943-03-3, In 500 ml is provided with a thermometer, dropping funnel, stirrer, drying tube in the four-port flask, add 150 ml acetonitrile, 2-cyano-6-methoxybenzothiazole 20g (105.14mmol), potassium iodide 26.18g (157.71mmol) stirring dissolved, add 0.65g (10.51mmol) ethyl mercaptan at -5 °C lower dropwise chlorotrimethylsilane 17.13g (157.71mmol) acetonitrile solution, after dripping, raising the temperature to 30 °C reaction 6 hours, after the reaction, quenching reaction adds by drops full and sodium carbonate aqueous solution, adjusted to pH 9, by adding ethyl acetate 100 ml extraction 3 time, combined with the phase, then using 100 ml water backwash organic phase 3 time, combined with the phase, drying, removing dissolved product 1 (15.38g, 83percent).

As the paragraph descriping shows that 943-03-3 is playing an increasingly important role.

Reference：
Patent; Changzhou High-Tech Research Institute Of Nanjing University; Wang, Kai; Chen, Qiang; Xue, jian; Lu, Guoyuan; Zhang, Xiuqin; (10 pag.)CN105384704; (2016); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

943-03-3,943-03-3, 6-Methoxybenzo[d]thiazole-2-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The methoxycarbonitrile derivative (1 eq) was mixed with pyridinium chloride (5 eq) under argon and heated to 210°C for 30 minutes. The resulting mixture was partitioned between distilled water and dicloromethane, and the organic layers were concentrated under vacuum. The crude product was dissolved in 5 percent Na2CO3 (50 ml) and filtered before addition of HCl until pH ?4.0. The aqueous layer was extracted with dichloromethane (50 mL) and the organic layers removed under vacuum yielding pure product (>98percent).

The synthetic route of 943-03-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Rothweiler, Ulli; Eriksson, Jonas; Stensen, Wenche; Leeson, Frederick; Engh, Richard A.; Svendsen, John S.; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 140 – 148;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.943-03-3,6-Methoxybenzo[d]thiazole-2-carbonitrile,as a common compound, the synthetic route is as follows.

943-03-3, 2-Cyano-6-hydroxybenzothiazole; Compound 1 was synthesized using a method modified from the literature (Yao H S, Min-kyung; Rao, Jianghong (2007) A bioluminogenic Substrate for In Vivo Imaging of beta-Lactamase Activity. Angew Chem Int Ed 46:7031-7034). Pyridine hydrochloride (1.0 g, 8.65 mmol) and 2-cyano-6-methoxybenzothiazole, Compound 2, (0.5 g, 2.63 mmol) were added to a 5 mL microwave flask with a stirbar. Nitrogen gas (N2) was added to the reaction vessel immediately before it was shut. The flask was heated to 200° C. using a power level of 150 W for 40 minutes in a Biotage microwave synthesizer. The reaction was stirred at 600 rpm. The reaction mixture was cooled and neutralized with sodium bicarbonate. During neutralization, the crude product precipitated from the solution as a yellow solid. The precipitate was filtered, and the filtrate was washed three times with ethyl acetate (EtOAc). Combination of the crude product from the EtOAc washes and the yellow precipitate and purification on a silica column (70:30 hexanes:EtOAc, dry loaded) yielded 408.7 mg (88percent) of the pure product. 1H NMR (300 MHz, CD3OD): delta 7.13 (1H, dd, J=9 Hz), 7.36 (1H, d, J=2.1 Hz), 7.95 (1H, d, J=9 Hz). LRESI-MS: calculated for [C8H4N2OS] 176.0. found 176.1.

The synthetic route of 943-03-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chang, Christopher J.; Bertozzi, Carolyn R.; van de Bittner, Genevieve C.; Dubikovskaya, Elena A.; US2013/287699; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica