Analyzing the synthesis route of 615-21-4

The synthetic route of 615-21-4 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.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.,615-21-4

14.5 g (87.5 mmol) of 2-hydrazinobenzothiazole was dissolved in 200 ml ofDMF under a nitrogen stream in a four-necked reactor equipped with a thermometer. To this solution were added 36.3 g (263 mmol) of potassium carbonate and 25.0 g (105 mmol) of 1,1,1-trifluoro-4-iodobutane and the whole mass was stirred at 80 C. for 8 hours. After completion of the reaction, the reaction solution was cooled to 20 C. and added to 1,000 ml of water, and the mixture was extracted with 1,000 ml of ethyl acetate. After drying the ethyl acetate layer over anhydrous sodium sulfate, sodium sulfate was filtered off. Ethyl acetate was distilled off under reduced pressure from the filtrate on a rotary evaporator to afford a yellow solid. This yellow solid was purified by silica gel column chromatography (n-hexane/ethyl acetate=85:15) to afford 9.61 g of compound (3m) as a white solid (yield: 39.9%). The structure of the target product was identified by 1H-NMR .1H-NMR(500 MHz, CDC13 , TMS, oppm): 7.61(d, lH, 1=8.0 Hz), 7.54(d, lH, 1=7.8 Hz), 7.30(dd, lH, 1=7.8 Hz, 7.8 Hz), 7.09(dd, lH, 1=7.8 Hz, 8.0 Hz), 4.24(s, 2H), 3.81(t, 2H, 1=7.0 Hz), 2.16-2.26(m, 2H), 1.99-2.05(m, 2H)

The synthetic route of 615-21-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, Kei; OKUYAMA, Kumi; SANUKI, Kanako; (45 pag.)US2018/99921; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 615-21-4

As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

615-21-4, 2-Hydrazinylbenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,615-21-4

Into a four-necked reactor equipped with a thermometer,In a nitrogen stream,5.0 g (30.3 mmol) of 2-hydrazinobenzothiazole was added,Was dissolved in 100 ml of DMF.To this solution were added 20.9 g (152 mmol) of potassium carbonate,5.17 g (30.3 mmol) of 5-bromovaleronitrile was added,And the mixture was stirred at 60 C. for 8 hours.After completion of the reaction,The reaction solution was cooled to 20 C.,The reaction solution was poured into 500 mL of water,And extracted with 500 ml of ethyl acetate.The ethyl acetate layer was dried over anhydrous sodium sulfate.After filtering off sodium sulfate,Ethyl acetate was distilled off under reduced pressure on a rotary evaporator to obtain a yellow solid. This yellow solid was purified by silica gel column chromatography (n-hexane: ethyl acetate = 60: 40) to obtain 3.41 g of Intermediate J (yield: 45.7 mol%) as a white solid

As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; KIRIKI, SATOSHI; (84 pag.)JP2017/206504; (2017); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 615-21-4

The synthetic route of 615-21-4 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.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

615-21-4, In a three-neck reactor equipped with a thermometer,In a nitrogen stream,10.0 g (60.5 mmol) of 2-hydrazinobenzothiazole was dissolved in 150 ml of DMF.To this solution,39.4 g (121.0 mol) of cesium carbonate was added and the mixture was cooled to 0 C.,16.4 g (72.5 mmol) of iodoheptane was added dropwise over 5 minutes,After completion of the dropwise addition, the whole contents were stirred at 25 C. for 3 hours.After completion of the reaction, 1000 ml of water was added to the reaction solution,And extracted twice with 500 ml of ethyl acetate.After drying the organic layer with anhydrous sodium sulfate,Sodium sulfate was filtered off.After concentrating the filtrate with a rotary evaporator,The concentrate was purified by silica gel column chromatography (n-hexane: ethyl acetate = 85: 15)9.05 g of Intermediate P was obtained as a white solid (yield 56.9%).

The synthetic route of 615-21-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; SANUKI, KANAKO; (77 pag.)JP2017/206554; (2017); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 615-21-4

615-21-4, As the paragraph descriping shows that 615-21-4 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.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

In a four-neck reactor equipped with a thermometer, in a nitrogen stream, 10.0 g (60.5 mmol) of 2-hydrazinobenzothiazole was dissolved in 150 ml of DMF. To this solution, Cesium carbonate 39.4 g (121.0 mmol) of 9.65 g of 1-bromo-2-butyne (72.5 m Mol) was added, and the whole mixture was stirred at 25 C. for 20 hours. After completion of the reaction, the reaction solution was washed with water 1000 m L and extracted with 500 ml of ethyl acetate. After drying the ethyl acetate layer with anhydrous sodium sulfate, Sodium sulfate was filtered off. In a rotary evaporator, Ethyl acetate was distilled off from the filtrate under reduced pressure to obtain a brown solid. The brown solid was purified by silica gel column chromatography (N-hexane: ethyl acetate = 85: 15) To obtain 6.25 g of Intermediate S (yield: 47.5%) as a white solid.

615-21-4, As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; SANUKI, KANAKO; (78 pag.)JP6090514; (2017); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 615-21-4

The synthetic route of 615-21-4 has been constantly updated, and we look forward to future research findings.

615-21-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

A three-necked reactor equipped with a thermometer was charged with 5.00 g (30.3 mmol) of 2-hy- drazinobenzothiazole and 40 ml of N-methylpyrrolidone under a nitrogen stream to prepare a homogeneous solution. After the addition of 1.82 g (45.4 mmol) of sodium hydroxide and 4.90 g (36.3 mmol) of 4-bromo-1-butene to the solution, the mixture was stirred at 25 C. for 3 hours. After completion of the reaction, the reaction mixture was cooled to 5 C., and 40 ml of water was added to the reaction mixture to precipitate a solid, which was filtered off. The solid was washed with 10 ml of water and 25 ml of heptane, and dried using a vacuum dryer to obtain 6.00 g of a compound 10 as a white solid (conversion rate: 94.0%, reaction selectivity: 96.6%, yield: 84.9%).The structure of the target product was identified by ?H-NMR.10107] ?H-NMR (500 MHz, CDC13, TMS, oe ppm): 7.60 (d, 1H, J=7.8 Hz), 7.54 (d, 1H, J=7.5 Hz), 7.30 (dd, 1H, J=7.8 Hz, 7.8 Hz), 7.07 (dd, 1H, J=7.5 Hz, 7.8 Hz), 5.89 (ddt, 1H, J=10.3 Hz, 17.0 Hz, 7.0 Hz), 5.18 (dd, 1H, J=1.5 Hz, 17.0 Hz), 5.09 (dd, 1H, J=1.5 Hz, 10.3 Hz), 4.27 (s, 2H), 3.86 (t, 2H, J=7.0 Hz), 2.53 (dt, 2H, J=7.0 Hz, 7.0 Hz)

The synthetic route of 615-21-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZEON CORPORATION; SANUKI, Kanako; OKUYAMA, Kumi; (12 pag.)US2017/8862; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 615-21-4

The synthetic route of 615-21-4 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.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

615-21-4, In a 4-neck reactor equipped with a thermometer, 10.0 g (60.5 mmol) of 2-hydrazinobenzothiazole was dissolved in 100 ml of DMF in a nitrogen stream.To this solution, 41.8 g (304 mmol) of potassium carbonate and 10.34 g (60.6 mmol) of 5-bromovaleronitrile were added and the whole of the mixture was stirred at 60 C. for 8 hours.After completion of the reaction, the reaction solution was cooled to 20 C., poured into 1000 ml of water, and extracted with 1000 ml of ethyl acetate.After drying the ethyl acetate layer with anhydrous sodium sulfate, sodium sulfate was filtered off. Ethyl acetate was distilled off under reduced pressure from the filtrate by a rotary evaporator to obtain a yellow solid.This yellow solid was purified by silica gel column chromatography (n-hexane: ethyl acetate = 60: 40)As a white solid, 6.82 g of Intermediate T was obtained (yield: 45.7%).

The synthetic route of 615-21-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; SANUKI, KANAKO; (77 pag.)JP6191793; (2017); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 615-21-4

As the paragraph descriping shows that 615-21-4 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.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

615-21-4, 20.0 g (0.12 mol) of 2-hydrazinobenzothiazole and 200 ml of N, N-dimethylformamide (DMF) were placed in a four-neck reactor equipped with a thermometer in a nitrogen stream to obtain a uniform solution . To this solution, 83.6 g (0.61 mol) of potassium carbonate and 30.8 g (0.15 mol) of 1-iodohexane were added and the whole of the mixture was stirred at 50 C. for 7 hours. After completion of the reaction, the reaction solution was cooled to 20 C., then the reaction solution was poured into 1000 ml of water and extracted with 800 ml of ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate and sodium sulfate was filtered off. Ethyl acetate was distilled off from the filtrate under reduced pressure on a rotary evaporator to obtain a yellow solid. This yellow solid was purified by silica gel column chromatography (n-hexane: ethyl acetate = 75: 25) to obtain 21.0 g of compound (IIa) as a white solid (yield: 69.6%).

As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; (21 pag.)JP2016/190828; (2016); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 615-21-4

As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

615-21-4, 2-Hydrazinylbenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

615-21-4, 2.00 g of the compound represented by the formula (C-3-1) and 20 mL of tetrahydrofuran were placed in a reaction vessel under a nitrogen atmosphere.While cooling with ice, 0.69 g of sodium methoxide was added, and the mixture was stirred at room temperature for 2 hours.A solution obtained by dissolving 3.17 g of the compound represented by the formula (C-3-2) in 5 mL of tetrahydrofuran was added dropwise.After stirring at room temperature for 5 hours, it was diluted with 100 mL of dichloromethane and poured into water.The organic layer was washed with brine and dried over sodium sulfate, and the solvent was evaporated.By subjecting column chromatography (ruthenium gel, dichloromethane) and recrystallization (dichloromethane/hexane), 2.67 g of the compound of formula (C-3) was obtained.The yield of the compound represented by the formula (C-3-1) was 80%. The reaction solution after the reaction showed a light coloration.

As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

Reference£º
Patent; DIC CORPORATION; HORIGUCHI, MASAHIRO; MAMIYA, JUNICHI; (100 pag.)TW2019/14995; (2019); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 615-21-4

As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

615-21-4, 2-Hydrazinylbenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

615-21-4, 3.0 g of a compound represented by the formula (I-6-16), 4.6 g of 1-iodohexane, 8.9 g of cesium carbonate, and 20 mL of dimethyl sulfoxide were put into a reactor and heated with stirring. After ordinary post-treatment, this was purified through column chromatography to give 2.3 g of a compound represented by the formula (I-6-17).

As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

Reference£º
Patent; DIC Corporation; Horiguchi, Masahiro; Kadomoto, Yutaka; (139 pag.)US2018/22716; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 615-21-4

As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

615-21-4,615-21-4, 2-Hydrazinylbenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a four-neck reactor equipped with a thermometer,In a nitrogen stream,10.0 g (60.5 mmol) of 2-hydrazinobenzothiazole was dissolved in 150 ml of DMF.To this solution,39.4 g (121.0 mmol) of cesium carbonate and 9.65 g (72.5 mmol) of 1-bromo-2-butyne were added and the whole of the mixture was stirred at 25 C. for 20 hours.After completion of the reaction, the reaction solution was poured into 1000 ml of water and extracted with 500 ml of ethyl acetate. After drying the ethyl acetate layer with anhydrous sodium sulfate, sodium sulfate was filtered off. Ethyl acetate was distilled off from the filtrate under reduced pressure using a rotary evaporator to obtain a brown solid. This brown solid was purified by silica gel column chromatography (n-hexane: ethyl acetate = 85: 15) to obtain 6.25 g of Intermediate S (yield: 47.5%) as a white solid.

As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; SANUKI, KANAKO; (77 pag.)JP2017/206554; (2017); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica