Day: November 16, 2020

Name is 5-Bromobenzo[d]isothiazole-3-carboxylic acid, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 677304-78-8, its synthesis route is as follows.,677304-78-8

The following acids were prepared using this method: -Bromobenzisothiazole-S-carboxylic acid. 5-Bromobenzisothiazole-3-carboxy lie acid. 6-Methoxybenzisothiazole-3-carboxylic acid.The following esters were prepared from the acid using ethanol and sulfuric acid:Ethyl 6-bromobenzisothiazole-3-carboxylate. Ethyl 5-bromobenzisothiazole-3-carboxylate. Ethyl 6-methoxybenzisothiazole-3-carboxylate.

With the complex challenges of chemical substances, we look forward to future research findings about 5-Bromobenzo[d]isothiazole-3-carboxylic acid

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2007/56582; (2007); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

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 pL, 6.62 mmol). The reaction was stirred for 6 h at RT and was then quenched with a saturated solution of ammonium chloride. The reaction mixture was concentrated and purified by column chromatography (cyclohexane/acetone) to afford the title compound as a white solid (270 mg, 89%). 1H NMR (500 MHz, CDCl3) ppm = 7.37 – 7.32 (m, 1 H), 7.27 – 7.24 (m, 1 H), 7.02 (td, J=7.6, 1.0, 1 H), 6.73 (d, J=8.0, 1 H), 4.34 (s, 2H), 3.14 (s, 3H). Rt = 2.07 min (HPLC method C).

With the synthetic route has been constantly updated, 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 LIMITED; SCHIEMANN, kai; STIEBER, Frank; BLAGG, Julian; MALLINGER, Aurelie; WAALBOER, Dennis; RINK, Christian; CRUMPLER, Simon Ross; WO2014/63778; (2014); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

Compound 1 (20 g, 0.235 mol) was added under stirring with nitrogen 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 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).The aqueous phase was extracted with ether (200 ml * 3) and discarded.The combined organic phase, sodium dithionite solution (100 ml * 2)Dried over anhydrous sodium sulfate, filtered and concentrated to dryness,A yellow oily compound was prepared.

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

Reference£º
Patent; Tianjin Jinyao Group Co., Ltd.; Ge Yu; Li Yanfeng; (38 pag.)CN106892911; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Isothiazole-3-carboxylic acid, cas is 4576-90-3, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,4576-90-3

EXAMPLE 277 Synthesis of (S)-4-((1-benzylpyrrolidin-3-yl)(methyl)amino)-2-fluoro-//-(isothiazol-3-yl)- 5-methylbenzenesulfonamide 2,2,2-trifluoroacetate Step 1. Preparation of te/f-butyl isothiazol-3-ylcarbamate To a slurry of isothiazole-3-carboxylic acid (5.0 g, 38.7 mmol) in terf-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): H NMR (300 MHz, CDCI3) 9.03-8.98 (m, 1 H), 8.58 (d, J = 4.9 Hz, 1 H), 7.70 (d, J = 4.9 Hz, 1 H), 1.53 (d, J = 0.7 Hz, 9H).

With the rapid development of chemical substances, we look forward to future research findings about Isothiazole-3-carboxylic acid

Reference£º
Patent; XENON PHARMACEUTICALS INC.; ANDREZ, Jean-Christophe; BURFORD, Kristen, Nicole; CHOWDHURY, Sultan; COHEN, Charles, Jay; DEHNHARDT, Christoph, Martin; DEVITA, Robert, Joseph; EMPFIELD, James, Roy; FOCKEN, Thilo; GRIMWOOD, Michael, Edward; HASAN, Syed, Abid; JOHNSON, James, Philip, Jr.; ZENOVA, Alla, Yurevna; (493 pag.)WO2017/201468; (2017); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belong isothiazole compound,3-Piperazinobenzisothiazole hydrochloride,87691-88-1,Molecular formula: C11H14ClN3S,mainly used in chemical industry, its synthesis route is as follows.,87691-88-1

EXAMPLE 79 3-(4-(1-(1,2-Benzisothiazol-3-yl)-4-piperazinyl)butyl)-2-methyl-1-thia-3-azaspiro[4.4]nonan-4-one hydrochloride A mixture of 3-(4-bromobutyl)-2-methyl-1-thia-3-azaspiro[4.4]nonan-4-one (3.84 g), 1-(1,2-benzisothiazol-3-yl)piperazine hydrochloride (3.49 g), K2 CO3 (5.90 g) and NaI (280 mg) in acetonitrile (215 ml) was heated at between 65-80 C. for 16.5 hours and the product was processed in substantially the same manner as in Example 10 to afford 2.86 g of crystals, m.p. 210-215 C. ANALYSIS: Calculated for C23 H32 N4 OS2 ¡¤HCl: 57.42%C; 6.91%H; 11.64%N; 7.37%Cl. Found: 57.21%C; 6.87%H; 11.63%N; 7.03%Cl.

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride,belong isothiazole compound

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Incorporated; US5229388; (1993); 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.7716-66-7,3-Chlorobenzo[d]isothiazole,as a common compound, the synthetic 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 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 synthetic route of 7716-66-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; EP790236; (1997); A1;,
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

3-Chlorobenzo[d]isothia-zole (300 mg, 3.0 mmol) was dissolved in propane- 1,3 -diamine (3 mL) and heated at 8O0C for 3 h. The reaction mixture was cooled to room temperature, poured into water and extracted with ethyl acetate. The organic extract was dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under reduced pressure to yield ^-(benzotdJisothiazol-S-ytypropane- 1,3-diamine as a yellow solid, (530 mg). 1H NMR (300 MHz, CDCl3): 7.8 (m, IH), 7.7 (m, IH), 7.5 (m, 2H), 7.3 (m, IH), 3.7 (m, 2H), 2.9 (t, 2H), 1.9 ppm (m, 2H).

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

Reference£º
Patent; RIGEL PHARMACEUTICALS, INC.; WO2006/91858; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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.

822-82-2, To a solution of 1,2-thiazole-4-carboxylic acid (10.0 g, 77.4 mmol) in methanol (200 mL) was added drop-wise thionyl chloride (8 mL) and the mixture was stirred at reflux for 2h. The mixture was cooled to RT and the solvent was evaporated to give product as brown solid (11.0 g, 99%).

As the paragraph descriping shows that 822-82-2 is playing an increasingly important role.

Reference£º
Patent; VERNALIS (R&D) LIMITED; BROUGH, Paul Andrew; MACIAS, Alba; ROUGHLEY, Stephen David; WANG, Yikang; PARSONS, Rachel Jane; NORTHFIELD, Christopher John; WO2015/40425; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

4-Bromoisothiazole, cas is 24340-77-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,24340-77-0

A mixture of 4-bromo-isothiazole (4.7 g, 28.66 mmol), tert-butyl acrylate (13 mL, 96.96 mmol), Pd(OAc)2 (700 mg, 3.13 mmol), tris-(o-tolyl)phosphine (2.1 g, 6.91 mmol), and TEA (10 g, 99.01 mmol) in 1,4-dioxane (100 mL) was refluxed vigorously under Ar at 125 C. for 2 h. The reaction mixture was cooled to room temperature and concentrated. The residue was purified by silica gel chromatography (PE:EA=15:1 to 10:1) to give tert-butyl (E)-3-isothiazol-4-ylprop-2-enoate (2.7 g, 44.6% yield) as a light yellow solid. LCMS (ESI) [M+Na]+=212.1. 1H NMR (400 MHz, CDCl3): delta 8.72 (s, 1H), 8.69 (s, 1H), 7.63 (d, J=16.0 Hz, 1H), 6.36 (d, J=16.0 Hz, 1H), 1.55 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 4-Bromoisothiazole

Reference£º
Patent; Genentech, Inc.; Chan, Bryan; Daniels, Blake; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Huestis, Malcolm; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Siu, Michael; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Gancia, Emanuela; Jones, Graham; Lainchbury, Michael; Madin, Andrew; Seward, Eileen; Favor, David; Fong, Kin Chiu; Good, Andrew; Hu, Yonghan; Hu, Baihua; Lu, Aijun; US2018/282328; (2018); 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: C8H14ClNO478,mainly used in chemical industry, its synthesis route is as follows.,87691-88-1

EXAMPLE 121; 3-f4-[2-(3′, 4′-DIHYDRO-1’H-SPI RO [91, 31DIOXOLANE-2. 2′- NAPHTHALEN1-6′-YL)-ETHYL1-PI PERAZI N-1-YLi- BENZOrDlISOTHIAZOLE; A mixture of 3- (piperazin-1-yl) benzo [d] isothiazole hydrochloride (349 mg, 1.36 mmol) and the title compound from Preparation 36 (530 mg, 1.36 mmol) with anhydrous K2CO3 (376 mg, 2.72 mmol) in acetonitrile (20 ml) was heated at reflux for 24 hours. The reaction mixture was filtered and the filtrate was concentrated. The crude product was purified by elution through a flash column (silica gel 60,230-400 mesh, 1: 1 hexanes: EtOAc) to give a clear oil which crystallized on standing, 497 mg (84%). MS (APCI) : (M + 1) + = 436.’H-NMR (CDCI3, a) : 7.89 (d, 1 H, J = 7.8 Hz), 7.80 (d, 1 H, J = 8. 1 Hz), 7.46 (t, 1 H, J = 7. 3,7. 3 Hz), 7.34 (t, 1 H, J = 7. 3, 7.3 Hz), 6.98 (s, 3H), 4.01 (s, 4H), 3.58 (br s, 4H), 2.95-2. 65 (m, 12H), 1.93 (t, 2H, J = 6.8, 6.8 Hz). CHN, calc’d for C25H29N302S : C, 68.94% ; H, 6. 71% ; N, 9.65% ; found: C, 68.75% ; H, 6.70% ; N, 9.54%.

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride,belong isothiazole compound

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC?; WO2005/56540; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com