Category: isothiazole

4576-90-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Isothiazole-3-carboxylic acid, cas is 4576-90-3,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

Step 1. Preparation of tert-butyl isothiazol-3-ylcarbamate To a slurry of isothiazole-3-carboxylic acid (5.0 g, 38.7 mmol) in tert-butanol (194 mL) was added triethylamine (4.3 g, 42.6 mmol) followed by diphenylphosphoryl azide (11.9 g, 43.3 mmol). The reaction mixture was heated to reflux for 9 hours. Concentration under reduced pressure provided a residue which was dissolved in ethyl acetate (300 mL). The organic layer was washed with water (100 mL), 1 N sodium hydroxide solution (50 mL), water (100 mL), and brine (50 mL). The organic layer was dried over anhydrous magnesium sulfate, filtered, and the filtrate concentrated in vacuo. Purification of the residue by column chromatography, eluting with a gradient of 0 to 10% of ethyl acetate in heptane, provided the title compound as a colorless solid (6.16 g, 79% yield): 1H NMR (300 MHz, CDCl3) delta 9.03-8.98 (m, 1H), 8.58 (d, J=4.9 Hz, 1H), 7.70 (d, J=4.9 Hz, 1H), 1.53 (d, J=0.7 Hz, 9H).

The chemical industry reduces the impact on the environment during synthesis,4576-90-3,Isothiazole-3-carboxylic acid,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Xenon Pharmaceuticals Inc.; Andrez, Jean-Christophe; Burford, Kristen Nicole; Dehnhardt, Christoph Martin; Focken, Thilo; Grimwood, Michael Edward; Jia, Qi; Lofstrand, Verner Alexander; Wesolowski, Steven Sigmund; Wilson, Michael Scott; US2020/71313; (2020); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is 3-Chlorobenzo[d]isothiazole, and cas is 7716-66-7, its synthesis route is as follows.

General procedure for synthesis of 3-(piperazin-1-yl)benzo[d]isothiazole The compound 3-chloro-1, 2-benzisothiazole (1 mmol) was allowed to react with piperazine (1.2 mmol) in Ethanol at 80 ¡ãC for 36 h. Then reaction mixture was concentrate and RM was dissolved in ethyl acetate and washed with water. Ethylacetate layer dried with Na2SO4 and concentrate them and get 3-(piperazin-1-yl)benzo[d]isothiazole. White solid, 85percent yield, mp 215-217 ¡ãC, 1H NMR (400 MHz, CDCl3): delta = 7.42 (t, J = 7.2 Hz, 1H), 7.29 (m, 3H), 4.14 (t, J = 4.8 Hz, 4H), 3.15 (t, J = 4.8 Hz, 4H); 13C NMR (100 MHz, DMSO+CDCl3): 166.8, 156.2, 135.8, 128.5, 127.6, 125.2, 124.9, 119.8, 53.6, 49.2, 46.6, 45.1, 7.1. MS calcd for C19H20N4OS2: 219.31. Found: 220.33, (M+); Anal. Calcd for C19H20N4OS2: C, 60.24; H, 5.97; N, 19.16; S, 14.62; Found: C, 60.25; H, 5.99; N, 19.13; S, 14.61.

7716-66-7, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,7716-66-7 ,3-Chlorobenzo[d]isothiazole, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Reddy, Kummetha Indrasena; Srihari, Konduri; Renuka, Janupally; Sree, Komanduri Shruthi; Chuppala, Aruna; Jeankumar, Variam Ullas; Sridevi, Jonnalagadda Padma; Babu, Kondra Sudhakar; Yogeeswari, Perumal; Sriram, Dharmarajan; Bioorganic and Medicinal Chemistry; vol. 22; 23; (2014); p. 6552 – 6563;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is Sodium 3-oxido-5-sulfidoisothiazole-4-carboxylate, and cas is 76857-14-2, its synthesis route is as follows.

Into reactor cooling water was sequentially added purified water, intermediate II, start stirring. Drop 5% sodium bicarbonate solution, adjusting the pH value 5.7-6.0, stirring to make the solid completely dissolved. Then according to the feeding sequentially adding EDTA disodium, sodium bicarbonate. The reaction liquid pump CO2 gas, and drop trisodium salt aqueous solution, control reaction system pH value 7.5-8.5. Temperature 0-5 C. After dropping, control system pH value 7.9 – 8.1, reaction 8 hours.Then inject the CO2Gas, adjusting the pH value of the reaction solution of 7.5 – 7.8, HPLC monitoring isomerization, until the isomer ? 5.0%. The filtrate 9% hydrochloric acid aqueous solution to pH adjusting system 0.7 – 1.0, separating solid, centrifugal filtration, obtain cefotetan wet product.

76857-14-2, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,76857-14-2 ,Sodium 3-oxido-5-sulfidoisothiazole-4-carboxylate, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Jichuan Pharmaceutical Group Co., Ltd.; Cao Longxiang; Dong Zibo; Niu Ben; Ding Xiaohua; Shao Jianguo; Zhu Jia; Li Ping; (15 pag.)CN106478670; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

7716-66-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Chlorobenzo[d]isothiazole, cas is 7716-66-7,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

Preparation 3 3-(1-Piperazinyl)-1,2-benzisothiazole ¡¤ hydrochloride Anhydrous piperazine (49.4g, 0.57 mol) and t-butanol (10 mL) were added to a dry, 300 mL round bottom flask equipped with a mechanical stirrer, thermometer, condenser topped with a nitrogen inlet, and pressure-equalizing dropping tunnel. After the flask was purged with nitrogen, it was heated to 100C in an oil bath. A solution of 3-chloro-1,2-benzisothiazole (19.45g, 0.11 mol) in t-butanol (10 mL) was added to the addition tunnel, and then slowly added to the reaction flask over 20 minutes to moderate an exothermic reaction (112 – 118C). Once addition was complete the yellow solution was heated to reflux (121C) and then maintained at reflux for 24 hours. Thin-layer chromatography showed that the reaction was complete. The reaction mixture was cooled to 85C and 120 mL of water was added. The hazy solution was filtered and the filter cake rinsed with 60 mL of t-butanol/water (1:1) solution. The pH of the combined filtrate and wash was adjusted to 12.2 with 50% aqueous caustic. The aqueous solution was extracted with toluene (200 mL), the layers were separated, and the aqueous layer was extracted with fresh toluene (100 mL). The combined toluene layers were washed with water (75 mL), and then the toluene solution was concentrated in vacuo at 48C to 90 mL. Isopropanol (210 mL) was added to the concentrate and then the pH was slowly adjusted to 3.8 with 7.6 mL of concentrated hydrochloric acid. The resulting slurry was cooled to 0C, granulated for 45 min, and then filtered. The filter cake was washed with cold isopropanol (50 mL) and then dried in vacuo at 40C to afford 23.59g (80% yield) of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride as an off white solid.

The chemical industry reduces the impact on the environment during synthesis,7716-66-7,3-Chlorobenzo[d]isothiazole,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; PFIZER INC.; EP790236; (1997); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

87691-88-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

The above intermediate IV (0.01 mol) and the hydrochloride salt of the piperazine compound (V) (0.01 mol)Dissolved in DMF (100 mL) and added K2CO3 (0.02 mol).According to the general operation three,Preparation of 3-(4-(2-(5-fluoro-1H-indol-3-yl)ethyl)piperazin-1-yl)benzo[d]isothiazole (VI-1)Hydrochloride (white solid) 2.5 g, yield 60%.

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Li Jianqi; Gu Zhengsong; Zhou Ainan; Xiao Ying; (26 pag.)CN109467554; (2019); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

55512-82-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Bromoisothiazole, cas is 55512-82-8,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

In a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed [4-[3-(benzyloxy)propyljquinolin-7-yljboronic acid (904 mg, 2.81 mmol, 1 equiv), Na2CO3 (596.6 mg, 5.63 mmol, 2 equiv), 3-bromo-1,2-thiazole (923.3 mg, 5.63 mmol, 2 equiv), and Pd(PPh3)4 (325.2 mg, 0.28 mmol, 0.1 equiv) in dioxane (20 mL) and H20 (5 mL). The resulting solution was stirred for 4 hours at 80 ¡ãC in an oil bath. The resulting mixture was cooled to room temperature and concentrated. Theresidue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:1). This resulted in 500 mg (49.28percent) of 4- [3 -(benzyloxy)propylj -7-( 1 ,2-thiazol-3-yl)quinoline as a light brow solid. LC-MS: (ES, m/z): [M+Hj = 361.1.

The chemical industry reduces the impact on the environment during synthesis,55512-82-8,3-Bromoisothiazole,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; INNATE TUMOR IMMUNITY, INC.; O’MALLEY, Daniel; GAVAI, Ashvinikumar V.; GILL, Patrice; TARBY, Christine M.; WATTERSON, Scott Hunter; GONG, Hua; WILLIAMS, David K.; GHOSH, Shomir; ROUSH, William R.; (307 pag.)WO2019/14402; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

It is a common heterocyclic compound, the isothiazole compound, 3-Chlorobenzo[d]isothiazole, cas is 7716-66-7 its synthesis route is as follows.

Piperazine (508.8 g) and Tert. Butanol (200 ml) were placed in round bottom flask (RBF) and then the resulting solution heated up to 90 to 100 degree C. 3-chloro-1,2-benzisothiozole (40 g) was added to the solution 5 times with in time interval of 5 to 20 minutes at the same temperature. Temperature was raised up to 110 to 130 degree C. and maintained for 16 hours. After confirmation of the completion of the reaction by TLS (Thin Layer Chromatography), the resulting solution was cooled to 80 to 90 degree C. followed by addition of water (800 ml). The above mixture was cooled to 25 to 35 degree C. and was filtered to remove the solid particles. Water (100 ml) was added to the filtrate and then pH was raised to 12-14 with caustic lye (75 ml). Toluene (400 ml) was added to the alkaline solution the resulting bi-phasic mixture was stirred vigorously for 15 to 30 minutes at 25 to 35 degree C. Organic layer separated and the aqueous layer was multiply extracted with toluene followed by combing all organic layers. The combined organic layer was washed with water (200 ml). Active carbon (10 g) was added to the washed organic layer and then filtered out the carbon. The organic solvent was evaporated till the volume reaches to 150 to 200 ml. The resulting concentrated solution was cooled to 0 to 5 degree C. and maintained for about 2 hours. Separated solids were filtered and then washed with chilled toluene (20 ml). Finally, Isolated compound was dried under reduced pressure to get titled compound 130 to 135 g.

7716-66-7, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,7716-66-7 ,3-Chlorobenzo[d]isothiazole, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; DR. REDDY’S LABORATORIES LIMITED; DR. REDDY’S LABORATORIES, INC.; US2005/49295; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, and cas is 936-16-3, its synthesis route is as follows.

Step 2. A mixture of 14 (200 mg, 0.70 mmol), 1 (143 mg, 0.84 mmol), Cs2CO3 (459 mg, 1.41 mmol), Cul (40 mg, 0.21 mmol) and 2-(dimethylamino)acetic acid hydrochloride (30 mg, 0.21 mmol) in dioxane (2 mL) was degassed and purged with N2 (3X). The mixture was stirred at 100¡ãC for 12 h under N2 atmosphere. The reaction mixture was diluted with ethyl acetate (50 mL), adjusted to pH=7 with 2N HC1, and separated. The aqueous layer was extracted with ethyl acetate (2 x 40 mL) and the combined organic layer was washed with saturated brine (80 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give 15 (230 mg) as a light yellow solid.

936-16-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,936-16-3 ,2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; NUMERATE, INC.; RAIMUNDO, Brian; KOLTUN, Elena S.; GRIFFIN, John; STANGELAND, Eric; (93 pag.)WO2018/49324; (2018); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

To a solution of isothiazole (5 g, 0.06 mol) in anhydrous THF (50 mL) was added n- BuLi (28.2 mL, 0.07 mol) dropwise at -70 oC over 1 h. After stirring at -70 oC for 1 h, Br2 (6 mL, 0.12 mol) was added dropwise over 30 min and the resulting mixture was allowed to warm to RT and poured into an excess of cold 2N HCl solution. The organic layer was separated and the aqueous layer was extracted with Et2O (200 mL x 3). The combined organic extracts were washed with saturated sodium dithionite solution (200 mL x 2), dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated in vacuo, and the resulting residue was distilled to afford 5-bromoisothiazole (2 g, 21%) as yellow oil.1H NMR (400 MHz, CDCl3) delta 8.33 (d, J = 1.6 Hz, 1H), 7.28 (d, J = 1.6 Hz, 1H).

With the complex challenges of chemical substances, we look forward to future research findings about 288-16-4,belong isothiazole compound

Reference£º
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; BOURQUE, Elyse Marie Josee; LANSBURY, Peter, T.; GREENLEE, William, J.; GOOD, Andrew, C.; (309 pag.)WO2017/176961; (2017); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is 3-Piperazinobenzisothiazole hydrochloride, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 87691-88-1, its synthesis route is as follows.,87691-88-1

119 ml (90.1 g, 0.698 mols, 3.21 molar equivalents) of N,N-diisopropylethylamine, 500 ml of acetonitrile and 55.8 g (0.218 mols, 1.0 molar equivalents) of 3-(l- piperazinyl) -1, 2-benzisothiazole hydrochloride (addition salt of compound of formula (III) and hydrochloric acid) are added into a beaker equipped with a magnetic stirrer. The resulting suspension is stirred for 10 minutes. At this point 50 g (0.217 mols, 1.0 molar equivalent) of 5- (2-chloroethyl) -6-chloro-l, 3-dihydro-indole-2- (2H) -one (Compound of formula (II) wherein X is chlorine) and 0.26 g (1.174 mmols, 0.008 molar equivalents) of NaI are added. The resulting brown suspension is charged into a 1 L reactor vessel, which is heated to 121-122 C (internal pressure increases to 200 kPa) for 25 hours. The reaction is cooled to room temperature and filtered. The solid is washed with acetonitrile, and 56 g of a wet solid are obtained. –> The resulting wet solid is stirred with 4 volumes of water at reflux temperature for 1 h to remove inorganic salts. The suspension is cooled to room temperature and filtered. The solid is washed with water. Ziprasidone base is obtained in 56% molar yield and the purity is 97.8% by HPLC.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

Reference£º
Patent; MEDICHEM, S.A.; WO2006/34964; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com