Day: October 14, 2020

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

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

EXAMPLE 3 3-(1-Piperazinyl)-1,2-benzisothiazoleodsold;hydrochloride Anhydrous piperazine (49.4 g, 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 funnel. After the flask was purged with nitrogen, it was heated to 100¡ã C. in an oil bath. A solution of 3-chloro-1,2-benzisothiazole (19.45 g, 0.11 mol) in t-butanol (10 mL) was added to the addition, funnel, and then slowly added to the reaction flask over 20 minutes to moderate an exothermic reaction (112-118¡ã C.). Once addition was complete the yellow solution was heated to reflux (121¡ã C.) and then maintained at reflux for 24 hours. Thin-layer chromatography showed that the reaction was complete. The reaction mixture was cooled to 85¡ã C. 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 50percent 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 48¡ã C. to 90 mL. Isopropanl (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 0¡ã C., granulated for 45 min, and then filtered. The filter cake was washed with cold isopropanol (50 mL) and then dried in vacuo at 40¡ã C. to afford 23.59 g (80percent yield) of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride as an off white solid.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Chlorobenzo[d]isothiazole

Reference£º
Patent; Pfizer, Inc.; US6111105; (2000); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.677304-75-5,6-Bromobenzo[d]isothiazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

677304-75-5, Intermediate Preparation 40A- 1; Methyl 6-bromobenzord”|isothiazole-3-carboxylate; To a solution of 6-bromobenzo[solid. 1H NMR (400 MHz, MeOD) delta 4.04 (s, 3H), 7.73 (dd, J= 8.8, 1.6 Hz, IH), 8.41 (s, IH), 8.61 (d, J= 8.8 Hz, IH).

677304-75-5 6-Bromobenzo[d]isothiazole-3-carboxylic acid 53401192, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2009/12125; (2009); 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.,7716-66-7

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 100¡ãC 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 – 118¡ãC). Once addition was complete the yellow solution was heated to reflux (121¡ãC) and then maintained at reflux for 24 hours. Thin-layer chromatography showed that the reaction was complete. The reaction mixture was cooled to 85¡ãC 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 50percent 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 48¡ãC 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 0¡ãC, granulated for 45 min, and then filtered. The filter cake was washed with cold isopropanol (50 mL) and then dried in vacuo at 40¡ãC to afford 23.59g (80percent yield) of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride as an off white solid.

With the complex challenges of chemical substances, we look forward to future research findings about 7716-66-7,belong isothiazole compound

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

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

Example 83 2-((5-Isobutyl-1-phenyl-1H-pyrazol-3-yl)methyl)-2,3-dihydrobenzo[d]isothiazole-1,1-dioxide (Compound 28) To a solution of 1,2-benzisothiazoline-1,1-dioxide (51.8 mg, 0.306 mmol) in N,N-dimethylformamide (1.0 mL) was added potassium carbonate (423 mg, 3.06 mmol), followed by stirring for 10 min. This solution was added with (5-isobutyl-1-phenyl-1H-pyrazol-3-yl)methyl bromide (108 mg, 0.367 mmol) in methylene chloride, and stirred for a day. Dilution was carried out in ethyl acetate before filtration. The filtrate was extracted with 1N HCl and an aqueous saturate sodium hydrogen carbonate solution. The organic layer was dried over magnesium sulfate, and concentrated in vacuo. The concentrate was purified by column chromatography (Hexane:EtOAc=3:1?2:1) to afford the title compound (99.8 mg, 85.5percent). 1H NMR (400 MHz, CDCl3) delta 7.81-7.79 (m, 2H), 7.58-7.33 (m, 8H), 6.35 (s, 1H), 4.54 (s, 2H), 4.39 (s, 2H), 2.50 (d, J=7.06 Hz, 2H), 1.84-1.77 (m, 1H), 0.84 (d, J=6.56 Hz, 6H) 13C NMR (100 MHz, CDCl3) delta 147.2, 144.7, 139.7, 135.1, 134.0, 132.6, 129.2, 129.0, 128.1, 125.7, 124.6, 121.3, 106.0, 50.0, 41.3, 35.2, 28.3, 22.4

With the rapid development of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide

Reference£º
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; NAM, Ghil Soo; CHOI, Kyung Il; KIM, Jung Hyun; PAE, Ae Nim; HONG, Jin Ri; LEE, Jae Kyun; (30 pag.)US2015/329533; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

822-82-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.822-82-2,Isothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of isothiazole-4-carboxylic acid (1. 70 g, 12.98 mmol) in THF (17ml) was added t-BuLi (29.95 mL) at -78 C, and then a solution of CBr4 (8.62 g, 25.96 mmol) in10 THF (10 ml) was added dropwise. The mixture was stirred at -78 oc for 2 h, quenched withaddition of saturated aqueous NH4Cl and extracted with EtOAc (50 mL x 3). The aqueous layerwas adjusted to pH~ 1.5 by addition ofHCl, and then extracted with EtOAc (50 mL x 3). Thecombined organic layers were dried over MgS04, filtered, and concentrated in vacuo providingthe title compound (1.50 g), which was used without further purification.

822-82-2 Isothiazole-4-carboxylic acid 12430656, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BESHORE, Douglas C.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18029; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

87691-88-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87691-88-1,3-Piperazinobenzisothiazole hydrochloride,as a common compound, the synthetic route is as follows.

88.7 g (0.837 mols, 3.21 molar equivalents) of sodium carbonate, 600 mL of acetonitrile and 66.7 g (0.261 mols, 1.0 molar equivalent) of 3- (1-piperazinyl) -1, 2- benzisothiazole hydrochloride are added into a beaker equipped with a magnetic stirrer. The resulting white suspension is stirred for 10 minutes. At this point 60.0 g (0.261 mols, 1.0 molar equivalent) of 5- (2- chloroethyl) -6-chloro-l, 3-dihydro-indole-2- (2H) -one and 0.3 g (0.002 mols, 0.008 molar equivalents) of NaI are added. The resulting brown suspension is charged into a 1 L reactor vessel, which is purged with nitrogen and heated to 120-125 C (internal pressure increases to 400- 500 kPa) for 25 hours. The reaction is cooled to room temperature, stirred for 30 minutes, filtered and the solid washed with acetonitrile. A wet mixture of zipradisone and inorganic salts is obtained, that is further washed with acetonitrile. The resulting wet mixture of ziprasidone and inorganic salts is stirred with 675 ml of water at reflux temperature for 1 h to remove inorganic salts. The suspension is cooled to room temperature, stirred for 30 minutes and filtered. The solid is washed with water, and 140 g of wet solid (corresponding to 87 g of dry material) are obtained. EPO The wet solid is stirred again with water at reflux temperature for 1 h to remove residual inorganic salts. The suspension is cooled to room temperature, stirred for 30 minutes and filtered. The solid is washed with water, and 170 g of wet solid (corresponding to 81 g of dry- material) are obtained. HPLC analysis reveals a purity of 97.8%.To remove starting materials present in the wet solid obtained in the previous step, it is stirred twice with400 ml of tetrahydrofuran at reflux temperature. The solution is cooled to room temperature, stirred for 30 minutes and filtered. The solid is washed twice with 40 ml of tetrahydrofuran, and 60 g of wet solid, corresponding to 54.8 g of dry material, are obtained.The solid obtained is ziprasidone base having a purity of 99.4% by HPLC and the global yield from the starting compounds is 51% (molar yield) . Potentiometric titration with HClO4: 100.03%

The synthetic route of 87691-88-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEDICHEM, S.A.; WO2006/34965; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO97,mainly used in chemical industry, its synthesis route is as follows.,111248-89-6

c. 1-Methyl-1,3-dihydrobenzo[c]isothiazole-2,2-dioxide To a suspension of 1,3-dihydrobenzo[c]isothiazole-2,2-dioxide (280 mg, 1.655 mmol) and potassium carbonate (229 mg, 1.66 mmol) in DMF (5 mL) was added iodomethane (414 muL, 6.62 mmol). The reaction was stirred for 6 h at rt and was then quenched with a sat. NH4Cl solution. The reaction mixture was concentrated and purified by column chromatography (CyHex/acetone) to afford the title compound as a white solid (270 mg, 89%).

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide,belong isothiazole compound

Reference£º
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

2,3-dihydro-1,1-dioxo-1,2-benzoisothiazole (150 mg, 0.887 mmol), N-Boc-bromoethylamine (238mg, 1.064mmol) And cesium carbonate (867mg, 2.66mmol) in 5ml DMF, It was then stirred overnight. On the following day, after the reaction was detected by TLC, water was added for extraction. It was washed with saturated brine and dried over anhydrous sodium sulfate. Suction filtration, the filtrate was concentrated under reduced pressure, the crude product was separated by column chromatography, 124 mg of a white solid were obtained with a yield of 45%.

936-16-3 is used more and more widely, we look forward to future research findings about 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Meng Linghua; Ding Jian; Chen Shulun; Ding Chunyong; Guo Wei; (26 pag.)CN110143955; (2019); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 111248-89-6, its synthesis route is as follows.,111248-89-6

4c. 1-Methyl-i ,3-dihydrobenzo[c]isothiazole-2 ,2-dioxide To a suspension of I ,3-dihydrobenzo[c]isothiazole-2,2-dioxide (280 mg,1.655 mmol) and potassium carbonate (229 mg, 1.66 mmol) in DMF (5 mL) was added iodomethane (414 pL, 6.62 mmol). The reaction was stirred for 6 hr at RT andwas then quenched with a sat. NH4CI solution. The reaction mixture was concentratedand purified by column chromatography (CyHex/acetone) to afford the title compound asa white solid (270 mg, 89%). 1H NMR (500 MHz, CDCI3) ppm = 7.37-7.32 (m, 1H), 7.27-7.24 (m, 1H), 7.02 (td, J=7.6, 1.0, IH), 6.73 (d, J8.0, IH), 4.34 (s, 2H), 3.14 (s, 3H); Rt= 2.07 mm (H PLC method F).

With the complex challenges of chemical substances, we look forward to future research findings about 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide

Reference£º
Patent; MERCK PATENT GMBH; CANCER RESEARCH TECHNOLOGY LIMITED; SCHIEMANN, Kai; STIEBER, Frank; CALDERINI, Michel; BLAGG, Julian; MALLINGER, Aurelie; WAALBOER, Dennis; RINK, Christian; CRUMPLER, Simon Ross; (127 pag.)WO2015/144290; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com