Analyzing the synthesis route of 288-16-4

With the synthetic route has been constantly updated, we look forward to future research findings about Isothiazole,belong isothiazole compound

As a common heterocyclic compound, it belong isothiazole compound,Isothiazole,288-16-4,Molecular formula: C3H3NS,mainly used in chemical industry, its synthesis route is as follows.,288-16-4

Under nitrogen, compound l (20 g, 0.235 mol) was added to dry 100 ml of ether and stirred and dissolved(0.24 mol 1) was added dropwise thereto at a temperature below 0 C, and the mixture was kept at 0 C or less during the dropwise addition.Temperature reaction until no compound 1.To the reaction solution was added dropwise bromine (0.5 mol)During the dropping process, it is kept below 0 C,After the dropwise addition, slowly rise to room temperature,After stirring for half an hour, the reaction was quenched by the addition of hydrochloric acid solution (2N, 500 ml).Layered,The aqueous phase was treated with ether (200 ml * 3)After extraction,Combined organic phase,Sodium dithionite solution (100 ml * 2),Dried over anhydrous sodium sulfate,Filtered and concentrated to dry,To give a yellow oily compound.

With the synthetic route has been constantly updated, we look forward to future research findings about Isothiazole,belong isothiazole compound

Reference£º
Patent; Tianjin Jinyao Group Co., Ltd.; Li Jing; He Guangjie; Yang Xinyi; Wang Shuli; Chen Liying; Hu Xiaoyun; Sun Liang; (35 pag.)CN106890141; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Share a compound : 288-16-4

288-16-4 is used more and more widely, we look forward to future research findings about Isothiazole

Isothiazole, cas is 288-16-4, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,288-16-4

Compound 1 (20 g, 0.235 mol) was added under stirring with nitrogen to dry 100 ml of ether and stirred and dissolvedThe temperature is 0 C or lower, n-butyllithium (0.24 mol) is added dropwise thereto, and the mixture is kept at 0 C or lower during the dropwise addition.Temperature reaction until no compound 1.To the reaction solution was added dropwise bromine (0.5 mol), and the mixture was kept below 0 C during the dropwise addition, and the mixture was gradually raised toAfter stirring for half an hour, the reaction was quenched by adding hydrochloric acid solution (2N, 500 ml) thereto.And the aqueous phase was extracted with ether (200 ml * 3) and discarded. The organic phase was combined and washed with sodium dithionite solution(100 ml * 2), dried over anhydrous sodium sulfate, filtered and concentrated to dryness to give compound 2 as a yellow oil.

288-16-4 is used more and more widely, we look forward to future research findings about Isothiazole

Reference£º
Patent; Tianjin Jinyao Group Co., Ltd.; Li Jing; He Guangjie; Yang Xinyi; Wang Shuli; Chen Liying; Hu Xiaoyun; Sun Liang; (38 pag.)CN106890180; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Some tips on 288-16-4

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole

As a common heterocyclic compound, it belongs to isothiazole compound, name is Isothiazole, and cas is 288-16-4, its synthesis route is as follows.,288-16-4

a) 5-Isothiazolecarboxylic acid was prepared from isothiazole, n-BuLi and dry ice according to the method of step a of Example 258.

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole

Reference£º
Patent; Monsanto Company; US5498630; (1996); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Downstream synthetic route of Isothiazole

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole,belong isothiazole compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO215,mainly used in chemical industry, its synthesis route is as follows.,288-16-4

Under nitrogen protection, compound 1 was added(20 g, 0.235 mol) was added to dry 100 ml of ether and stirred to dissolve,And then cooled to below 0 ,To this was added n-butyllithium (0.24 mol)During the dropping process, the temperature was kept below 0 C,After the dropwise addition, the incubation reaction was carried out until no compound 1 was added.To the reaction solution was added bromine (0.5 mol)During the dropping process, the temperature was kept below 0 C,After completion of the dropwise addition, the temperature was gradually raised to room temperature, and after stirring for half an hour, the reaction was quenched by adding thereto a hydrochloric acid solution (2N, 500 ml). (100ml * 2), dried over anhydrous sodium sulfate, filtered and concentrated to dryness. After drying, the aqueous phase was washed with diethyl ether (200ml * 3) and extracted.To give the yellow oily compound 2.

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole,belong isothiazole compound

Reference£º
Patent; Tianjin Jinyao Group Co., Ltd.; Li Jing; He Guangjie; Yang Xinyi; Wang Shuli; Chen Liying; Hu Xiaoyun; Sun Liang; (37 pag.)CN106890175; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

The important role of 288-16-4

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole

Name is Isothiazole, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 288-16-4, its synthesis route is as follows.,288-16-4

In a pressure-resistant Schlenk tube, copper fluoride (0.05 mmol) was charged,The system was evacuated and replaced with argon three times,Under gas protection,The isothiazole (. 5 mmol) was added sequentially with a micro-injector,Tert-butylperoxybenzoyl (2 mmol),And chlorobenzene (2 ml),The system was then sealed and heated at 130 C in an oil bath for 24 hours,After completion of the reaction, the solvent was distilled off under reduced pressure,The product N-methylisothiazolin-2-one (46 mg) was obtained by a simple column chromatography (eluent using a mixed solvent of petroleum ether (60 to 90 C) and ethyl acetate)The yield was 80%.

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole

Reference£º
Patent; SUZHOU BOFEITE NEW MATERIALS TECHNOLOGY CO., LTD; Mao, jincheng; Wang, Ping; (7 pag.)CN103965136; (2016); B;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

New learning discoveries about 288-16-4

With the rapid development of chemical substances, we look forward to future research findings about Isothiazole

Isothiazole, cas is 288-16-4, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,288-16-4

To a solution of isothiazole (A.157) (3.0 g, 35.3 mmol) in 50 mL THF at -78 0C under argon was added n-butyllithium (1.6 M in hexane, 22.1 mL, 35.3 mmol) dropwise over 10 minutes. The mixture stirred at -780C for 1.5 hours. A solution of 2-fluoro-5-iodobenzaldehyde (A.156)(7.35 g, 29.4 mmol) in 30 mL THF was added dropwise over 15 minutes, and the reaction stirred an additional 2 hours at -78 0C. Water was added to quench the reaction, and the mixture warmed to 0 0C. The solution was neutralized with 2 N HCl to pH 7, partitioned between water and dichloromethane, and the aqueous layer further extracted with dichloromethane. The combined organic extracts were washed with brine, dried over MgSO4 and condensed. Purification by flash chromatography (0-15-100% ethyl acetate in hexane) gave 7.19 g (2- fluoro-5-iodophenyl)(isothiazol-5-yl)methanol A.158. IH NMR (500 MHz, CHLOROFORM- d) delta ppm 8.30 (1 H, s), 7.76 (1 H, dd, J=6.8, 2.2 Hz), 7.56 (1 H, ddd, J=8.6, 5.0, 2.3 Hz), 6.97 (1 H, s), 6.79 (1 H, dd, J=9.8, 8.8 Hz), 6.37 (1 H, s)

With the rapid development of chemical substances, we look forward to future research findings about Isothiazole

Reference£º
Patent; AMGEN INC.; WO2009/158011; (2009); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

The important role of 288-16-4

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole

Name is Isothiazole, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 288-16-4, its synthesis route is as follows.,288-16-4

EXAMPLE 12 6-Chloro-1-hydroxy-1-(5-isothiazolyl)-1,2,3,4-tetrahydronaphthalene Analogously to Example 1, the title compound is obtained starting from 225 mg of isothiazole, 0.51 ml of diisopropylamine, 1.87 ml of 1.6M n-butyllithium in hexane and 540 mg of 6-chloro-1-tetralone in 36 ml of THF. The crude product is purified by column chromatography (SiO2, 0.2 bar, hexane/ethyl acetate 9:1). 1 H-NMR (CDCl3): delta(ppm)=1.9-2.31 (m,4H), 2.17 (s,1H), 2.9 (t,2H), 6.83 (d,1H), 7.17 (m,3H), 8.34 (d,1H).

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole

Reference£º
Patent; Ciba-Geigy Corporation; US5246952; (1993); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Downstream synthetic route of Isothiazole

With the synthetic route has been constantly updated, we look forward to future research findings about Isothiazole,belong isothiazole compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO460,mainly used in chemical industry, its synthesis route is as follows.,288-16-4

Under nitrogen, compound l (20 g, 0.235 mol)Add 100 ml of dry ether to dry,Then cool down to below 0 C,To this was added n-butyllithium (0.24mo 1)During the dropping process, it is kept below 0 C,After the dropwise addition, the incubation reaction was carried out until no compound 1 was added.To the reaction solution was added bromine (0.5 mol)During the dropping process, it is kept below 0 C,After the dropwise addition, slowly raise to room temperature,After stirring for half an hour, the reaction was quenched by the addition of hydrochloric acid solution (2N, 500 ml).And the aqueous phase was extracted with ether (200 ml * 3) and discarded. The organic phase was combined and washed with sodium dithionite solution(100 ml * 2), dried over anhydrous sodium sulfate, filtered and concentrated to dryness to give compound 2 as a yellow oil.

With the synthetic route has been constantly updated, we look forward to future research findings about Isothiazole,belong isothiazole compound

Reference£º
Patent; Tianjin Jinyao Group Co., Ltd.; Li Jing; He Guangjie; Yang Xinyi; Wang Shuli; Chen Liying; Hu Xiaoyun; Sun Liang; (37 pag.)CN106890178; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

New learning discoveries about 288-16-4

With the rapid development of chemical substances, we look forward to future research findings about Isothiazole

Isothiazole, cas is 288-16-4, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,288-16-4

EXAMPLE 15 6-Cyano-1-hydroxy-1-(5-isothiazolyl)-1,2,3,4-tetrahydronaphthalene Analogously to Example 12, the crude title compound is obtained starting from 353 mg of isothiazole, 0.632 ml of diisopropylamine, 3 ml of 1.6M n-butyllithium in hexane and 546 mg of 6-cyano-1-tetralone in 38 ml of THF. It is purified by column chromatography (SiO2, hexane/ethyl acetate 4:1) and crystallisation from hexane; m.p. 182-184; 1 H-NMR (d6 -DMSO): delta(ppm)=1.76 and 1.97 (2m,4H), 2.9 (t,2H), 6.65 (s,1H), 6.93 (d,1H), 7.37 (dd,1H), 7.59 (dd,1H), 7.7 (d,1H), 8.39 (d,1H).

With the rapid development of chemical substances, we look forward to future research findings about Isothiazole

Reference£º
Patent; Ciba-Geigy Corporation; US5246952; (1993); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Share a compound : 288-16-4

With the rapid development of chemical substances, we look forward to future research findings about Isothiazole

Isothiazole, cas is 288-16-4, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,288-16-4

Compound l (20 g, 0.235 mol) was added under stirring with nitrogen to dry 100 ml of ether and stirred to dissolve,Then cooled to below 0 C, to which n-butyllithium (0.24mo 1) was added dropwise,During the dropwise addition, the reaction was kept below 0 C and the incubation was completed until the compound 1 was added.To the reaction solution was added bromine (0.5 mol)Dropping the process to maintain the following 0 C, drop out after the completion of slowly rose to room temperature,After stirring for half an hour, the reaction was quenched by the addition of hydrochloric acid solution (2N, 500 ml).And the aqueous phase was extracted with ether (200 ml * 3) and discarded. The organic phase was combined and washed with sodium dithionite solution(100 ml * 2), dried over anhydrous sodium sulfate, filtered and concentrated to dryness to give compound 2 as a yellow oil.[0188] In this step, the ether can also be replaced with a solvent such as methyl ether, dimethyl ether, tetrahydrofuran, 1,4-dioxane and the like.

With the rapid development of chemical substances, we look forward to future research findings about Isothiazole

Reference£º
Patent; Tianjin Jinyao Group Co., Ltd.; Li Jing; He Guangjie; Yang Xinyi; Wang Shuli; Chen Liying; Hu Xiaoyun; Sun Liang; (37 pag.)CN106890181; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com