Day: November 10, 2020

As a common heterocyclic compound, it belong isothiazole compound,2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,936-16-3,Molecular formula: C7H7NO2S,mainly used in chemical industry, its synthesis route is as follows.,936-16-3

General procedure: Potassium carbonate was dissolved in DMF, and 1,2-bezeneisothiazolin-1,1-dioxide (8) (1 equiv.) in dichloromethanewas added to the reaction solution, and stirred for overnight. Then,the reaction mixture was filtered through Celite, and washed with1 N HCl and saturated sodium hydrogen carbonate solution. Residualsolution was dried over magnesium sulfate, and concentratedin vacuo, and purified by column chromatography to afford the titlecompound.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,belong isothiazole compound

Reference£º
Article in Press; Hong, Jin Ri; Choi, Young Jin; Keum, Gyochang; Nam, Ghilsoo; Bioorganic and Medicinal Chemistry; (2017);,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belong isothiazole compound,6-Bromobenzo[d]isothiazole-3-carboxylic acid,677304-75-5,Molecular formula: C8H4BrNO2S,mainly used in chemical industry, its synthesis route is as follows.,677304-75-5

The following esters were prepared from the acid using ethanol and sulfuric acid: Ethyl 6-bromobenzisothiazole-3-carboxylate. Ethyl 6-methoxybenzisothiazole-3-carboxylate. tert-Butyl 5-bromo-1,2-benzisothiazole-3-carboxylate.

With the synthetic route has been constantly updated, we look forward to future research findings about 6-Bromobenzo[d]isothiazole-3-carboxylic acid,belong isothiazole compound

Reference£º
Patent; Schumacher, Richard; Danca, Mihaela Diana; Ma, Jianguo; Herbert, Brian; Nguyen, True Minh; Xie, Wenge; Tehim, Ashok; US2007/78147; (2007); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

EXAMPLE 1; N-(5-r2-(4-BENZOrD1ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYU-15 INDAN-2-YU-2.2.2-TRIFLUORO-ACET AMIDE; N-[5-(2-Chloro-ethyl)-indan-2-yl]-2,2,2-trifluoro-acetamide (S.OOg, 10.28mmol), 3-piperazin-1-yl-benzo[d]isothiazole hydrochloride (5.26g, 20.57mmol) and sodium carbonate (2.18g, 20.57 mmol) in H2O (20mL) wassubjected to 175 C for 10 min. under microwave assistance using a GEM20 MARS-5 microwave. The reaction was diluted with H2O (50 mL) andEtOAc (100 ml). The layers were separated and the organics washedwith 4N HCI (2x 25 mL). The aqueous layer was made basic andextracted with CH2CI2 (3×50 mL). The organics were dried (MgSO4), andconcentrated to a solid residue. The residue was subjected to25 chromatography (3% MeOH/CH2CI2). N-{5-[2-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethyl]-indan-2-yl}-2,2,2-trifluoro-acetamide (3.20g),wasisolated in 100% purity (at) 254 nm; LCMS (APCI): 475 [M+H]+. 1H NMR(400 MHz, CDCI3) 5 7.90 (d, J=8.2Hz, 1H), 7.80 (d, J= 8.2Hz, 1H), 7.46 (t,J = 7.4HZ, 1 H), 7.34 (t, J= 7.4Hz, 1 H), 7.17 (d, J= 7.4Hz, 1 H), 7.12 (s, 1 H),30 7.08 (d, J= 7.4Hz, 1 H), 6.46 (bs, 1 H), 4.82-4.71 (m, 1 H), 3.63-3.55 (m,4H), 3.40-3.29 (m, 2H), 2.90-2.80 (m, 4H), 2.79-2.72 (m, 4H), 2.71-2.65(m, 2H).

87691-88-1 is used more and more widely, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC?; WO2005/56540; (2005); 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

PREPARATION 3 3-(1-Piperazinyl)-1,2-benzisothiazole ¡¤ 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 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 C.). Once addition was complete the yellow solution was heated to reflux (121 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 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 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 48 C. 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 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 C. to afford 23.59 g (80% 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.; US5935960; (1999); A;,
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: C8H14ClNO80,mainly used in chemical industry, its synthesis route is as follows.,4576-90-3

To a solution of 500 mg (3.87 mmol) of isothiazol-3-carboxylic acid (Apollo Scientific), 415 mg (4.25 mmol) of N,O-dimethylhydroxylamine hydrochloride and 30 mg (0.196 mmol) of 1-hydroxybenzotriazole monohydrate in methylene chloride (20 ml) were added 2.7 mL (15.46 mmol) of diisopropylamine and 1.49 g (7.77 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide under an argon atmosphere, and the mixture was stirred at room temperature for 21 hours. After completion of the reaction, to the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The resulting organic layer was washed sequentially with water and saturated brine, subsequently dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography (elution solvent; hexane:ethyl acetate = 90:10 to 60:40 (V/V)), and the fractions containing the desired compound were concentrated under reduced pressure to obtain 598 mg (3.47 mmol, yield 90%) of the title compound as a colorless oil Mass spectrum (EI, m/z): 172 [M]+. 1H-NMR spectrum (400 MHz, CDCl3) delta : 8.68 (1H, d, J = 4.6 Hz), 7.69 (1H, d, J = 4.0 Hz), 3.81 (3H, s), 3.47 (3H, brs).

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole-3-carboxylic acid,belong isothiazole compound

Reference£º
Patent; UBE Industries, Ltd.; IWASE, Noriaki; NISHIDA, Hiroshi; OKUDO, Makoto; ITO, Masaaki; KONO, Shigeyuki; MATOYAMA, Masaaki; USHIYAMA, Shigeru; OKANARI, Eiji; MATSUNAGA, Hirofumi; NISHIKAWA, Kenji; KIMURA, Tomio; EP2940013; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

EXAMPLE 75 3-[4-[1-(1,2-Benzisothiazol-3-yl)-4-piperazinyl]-butyl]-1-thia-3-azaspiro[4.4]nonan-4-one A mixture of 3-(4-bromobutyl)-1-thia-3-azaspiro[4.4]-nonan-4-one (4.50 g), 1-(1,2-benzisothiazol-3-yl)piperazine hydrochloride (4.33 g), K2 CO3 (7.45 g) and NaI (560 mg), in acetonitrile (220 ml) was heated at 65 C. for 14.5 hours and the product was processed in substantially the same manner as in Example 10 to afford 2.25 g of crystals, m.p. 200-203 C. ANALYSIS: Calculated for C22 H30 N4 OS2 *HCl: 56.57%C; 6.69%H; 11.99%N; 7.59%Cl. Found: 56.15%C; 6.75%H; 12.11%N; 7.88%Cl.

With the complex challenges of chemical substances, we look forward to future research findings about 87691-88-1,belong isothiazole compound

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Inc.; US4933453; (1990); A;,
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

(B) (2E)-Ethyl 3-(4-(isothiazol-4-yl)pyridin-3-yl)acrylate A mixture of (2E)-ethyl 3-(4-(tributylstannyl)pyridin-3-yl)acrylate (33 mg), 4-bromoisothiazole (17.41 mg), Pd(Ph3P)4 (8.18 mg), copper(I) iodide (2.70 mg), cesium fluoride (21.50 mg) and DMF (1.5 mL) was stirred under nitrogen atmosphere at 100 C. for 13 hours. Likewise, a mixture of (2E)-ethyl 3-(4-(tributylstannyl)pyridin-3-yl)acrylate (497 mg), 4-bromoisothiazole (262 mg), Pd(Ph3P)4 (123 mg), copper(I) iodide (40.6 mg), cesium fluoride (324 mg) and DMF (10 mL) was stirred under nitrogen atmosphere at 100 C. for 13 hours. The reaction mixtures were combined, and the insoluble matter was then filtered. The filtrate was diluted with ethyl acetate (20 mL), water (10 mL) and saturated aqueous sodium bicarbonate solution (10 mL), and the aqueous layer was extracted with ethyl acetate. The extract was washed with water and brine and then dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (222 mg). MS: [M+H]+ 260.9.

24340-77-0 is used more and more widely, we look forward to future research findings about 4-Bromoisothiazole

Reference£º
Patent; Takeda Pharmaceutical Company Limited; HIRAYAMA, Takaharu; FUJIMOTO, Jun; CARY, Douglas Robert; OKANIWA, Masanori; HIRATA, Yasuhiro; (147 pag.)US2017/44132; (2017); 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

EXAMPLE 1 3-(1-Piperazinyl)-1,2-benzisothiazole STR26 A mixture of 3-chloro-1,2-benzisothiazole (37.8 g., 0.235 mole) and piperazine (304.2 g., 3.53 mole) is heated under an argon atmosphere for a period of 20 hr. at 120 C. in a closed reactor. The reaction mixture is dissolved in 2 liters of water and the aqueous solution repeatedly extracted with methylene chloride. Extracts are combined, dried over magnesium sulfate and concentrated in vacuo. Residual material is taken up in ether, filtered and concentrated in vacuo to afford 24.4 g. (47%) of 3-(1-piperazinyl)-1,2-benzisothiazole free base as a viscous oil. A sample of the free base converted to the hydrochloride salt in ether with ethanolic hydrogen chloride and crytallized from methanol-ethanol affords analytically pure 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride, m.p. 280 C. (dec.). Anal. Calcd. for C11 H13 N3 S.HCl: C, 51.66; H, 5.52; N, 16.43. Found: C, 51.34; H, 5.46; N, 16.16.

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

Reference£º
Patent; Mead Johnson & Company; US4411901; (1983); A;,
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

Step 1. To a mixture of 6-methyl-2,4-dichloropyrimidine (162 mg, 0.994 mmol) and 1 (185 mg, 1.1 mmol) in anhydrous CH3CN (4 mL) was added K2CO3 (274 mg, 2 mmol), the mixture was stirred at 80¡ãC for 3 hrs. Concentration under reduced pressure resulted in 11 (130 mg), which was submitted to the next step without further purification.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,belong isothiazole compound

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

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

Example 84 2-[{1-(tert-Butyl)-5-isobutyl-1H-pyrazol-3-yl}methyl]-2,3-dihydro[d]isothiazole 1,1-dioxide (Compound 29) To a solution of 1,2-benzisothiazoline-1,1-dioxide (70.4 mg, 0.416 mmol) in N,N-dimethylformamide (2 mL) was added potassium carbonate (578 mg, 4.16 mmol) at room temperature, followed by stirring for 10 min. This solution was slowly added with drops of {1-(tert-butyl)-5-isobutyl-1H-pyrazol-3-yl}methyl bromide (126 mg, 0.462 mmol) in methylene chloride (4 mL), and then stirred at room temperature for a day. When the reaction was completed as measured by TLC (Hexane:EtOAc=6:1), the reaction mixture was filtered through celite in vacuo. The filtrate was neutralized with 1M HCl and an aqueous saturate sodium hydrogen carbonate solution. After extraction with ethyl acetate and water, the organic layer thus formed was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The concentrate was purified by column chromatography (Hexane:EtOAc=6:1) to afford the title compound (124 mg, 79percent, white solid). M.P. 102.5-105.4¡ã C.; 1H NMR (300 MHz, CDCl3) delta 7.81 (d, J=6.6 Hz, 1H), 7.60-7.48 (m, 2H), 7.36 (d, J=7.4 Hz, 1H), 6.18 (s, 1H), 4.45 (s, 2H), 4.34 (s, 2H), 2.64 (d, J=7.1 Hz, 2H), 2.06-1.09 (m, 1H), 1.64 (s, 9H), 0.98 (d, J=6.6 Hz, 6H); 13C NMR (75 MHz, CDCl3) delta 143.62, 143.10, 135.4, 134.3, 132.5, 128.9, 124.5, 121.3, 106.7, 59.9, 49.9, 41.5, 37.3, 30.5, 28.4, 22.7

With the complex challenges 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