Day: September 18, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.936-16-3,2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,as a common compound, the synthetic route is as follows.,936-16-3

Example 87 2-[{1-(tert-butyl)-5-phenyl-1H-pyrazol-3-yl}methyl]-2,3-dihydro[d]isothiazole 1,1-dioxide (Compound 32) To a solution of N,N-dimethylformamide (0.9 mL) in 1,2-benzisothiazoline-1,1-dioxide (10.6 mg, 0.063 mmol) was added potassium carbonate (83.9 mg, 0.607 mmol) at room temperature, followed by stirring for 10 min. This solution was slowly added with drops of {1-(tert-butyl)-5-phenyl-1H-pyrazol-3-yl}methyl bromide (18.7 mg, 0.064 mmol) in methylene chloride (3 mL), and stirred for a day at room temperature. When the reaction was completed as measured by TLC (Hexane:EtOAc=4:1), the reaction mixture was filtered through celite. 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?2:1) to afford compound 23 (9.50 mg, 40percent, white solid).

As the paragraph descriping shows that 936-16-3 is playing an increasingly important role.

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

Isothiazole-4-carboxylic acid, cas is 822-82-2, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,822-82-2

To a solution of l-[4-[ethyl(tetrahydropyran-4-yl)amino]-5-oxido-6,7-dihydro- thieno[3,2-d]pyrinnidin-5-iunn-2-yl]azetidin-3-ol (5.0 mg, 14 muiotatauiotaomicronIota) in DCE (0.2 mL) was added solutions of 4-isothiazolecarboxylic acid (2.7 mg in 0.2 mL DCE, 21 muiotatauiotaomicronIota), DMAP (0.52 mg in 0.1 mL DCE, 4.3 muiotatauiotaomicronIota) and EDAC (4.1 mg in 0.1 mL DCE, 21 muiotatauiotaomicronIota). The mixture was shaken at 50 C for 20 minutes before it was concentrated in vacuo. Prep HPLC purification (basic) afforded the title compound as colorless oil. 1H NMR (DMSO-d6) delta: 9.81 (s, 1H), 9.00 (s, 1H), 5.52 – 5.45 (m, 1H), 4.84 – 4.68 (m, 1H), 4.53 – 4.40 (m, 2H), 4.13 (dd, 2H), 3.97 (td, J = 11.2, 4.3 Hz, 2H), 3.71 – 3.56 (m, 2H), 3.51 – 3.43 (m, 1H), 3.43 – 3.34 (m, 2H), 3.25 – 3.18 (m, 1H), 3.07 – 2.97 (m, 2H), 1.95 – 1.82 (m, 2H), 1.75 (d, J = 12.3 Hz, 1H), 1.62 (d, 1H), 1.19 (t, J = 6.9 Hz, 3H). HPLC-Retention time (XE Metode 7 CM) : 1.95 minutes. Detected “M + l”-mass: 464.15.

As the rapid development of chemical substances, we look forward to future research findings about 822-82-2

Reference£º
Patent; LEO PHARMA A/S; LARSEN, Jens; (110 pag.)WO2019/57806; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

6-Bromobenzo[d]isothiazole, cas is 877265-23-1, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,877265-23-1

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]isothiazole. To a mixture of 6-bromobenzo[d]isothiazole (0.86 g, 4.0 mmol)(prepared as described in WO 2008/036308), potassium acetate (0.38 mL, 6.0 mmol), bis(pinacolato)diboron (1.3 g, 5.2 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.18 g, 0.20 mmol), and tricyclohexylphosphine (0.12 g, 0.44 mmol) was added dioxane (5 mL). The resulting mixture was sealed and heated at 1 10C for 30 minutes under microwave irradiation. The mixture was cooled and passed through a short path of Celite, washing with DCM (3 x 10 mL). The combined organic phases were concentrated to give a residue that was purified by chromatography on silica gel (hexanes – 50 % EtOAc in hexanes) and triturat on with hexanes provided the product as a white powder (0.59 g, 56 %). LCMS (API-ES) m/z (%): 230.2 (100 %, M+H+); 1H NMR (400 MHz, CDCl3) delta ppm 8.95 (s, 1 H) 8.58 (s, 1 H) 7.91 – 8.02 (m, 2 H) 1.41 (s, 12 H).

As the rapid development of chemical substances, we look forward to future research findings about 877265-23-1

Reference£º
Patent; AMGEN INC.; WO2009/11871; (2009); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.27148-03-4,Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide,as a common compound, the synthetic route is as follows.,27148-03-4

a solution of thiosaccharinate (0.26 g, 1.33 mmol) in hot water (30 cm3) was added to a solution of cis-[PtCl2(NH3)2] (0.20 g, 0.667 mmol) in hot water (15 cm3). The mixture was reuxed for 2 h. The light-brown solid formed was ltered off washed several times with distilled water and dried in vacuo. Yield: 89% (0.39 g). Anal. Calcd. for C14H14N4O4PtS4: C, 26.88; H, 2.26; N,8.96. Found: C, 26.33; H, 2.09; N, 8.86%. IR (KBr) (nu, cm-1): 3471 m, 3413 m, 3286 m, 1627s,1440w, 1373s, 1315s, 1236 m, 1155 m, 1126s, 1008w, 817 s, 515 m. 1H NMR (d6-DMSO): 7.96-7.90 (m, 4H), 7.82-7.75 (m, 4H), 4.54 (s, 6 H). 13C{1H} NMR (d6-DMSO): 182.8, 137.6,133.7, 133.4, 133.1, 124.3, 120.7 ppm.

As the paragraph descriping shows that 27148-03-4 is playing an increasingly important role.

Reference£º
Article; Al-Jibori, Subhi A.; Al-Jibori, Ghassan H.; Al-Hayaly, Lamaan J.; Wagner, Christoph; Schmidt, Harry; Timur, Suna; Barlas, F. Baris; Subasi, Elif; Ghosh, Shishir; Hogarth, Graeme; Journal of Inorganic Biochemistry; vol. 141; 1; (2014); p. 55 – 57;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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.

87691-88-1, 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-(3-(5-fluoro-1H-indol-3-yl)propyl)piperazin-1-yl)benzo[d]isothiazole (VI-2)The hydrochloride (white solid) was 3.44 g, yield 80%.

87691-88-1 3-Piperazinobenzisothiazole hydrochloride 11521711, aisothiazole compound, is more and more widely used in various fields.

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

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 85 2-[{1-(4-Fluorophenyl)-5-isobutyl-1H-pyrazol-3-yl}methyl]-2,3-dihydro[d]isothiazole 1,1-dioxide (Compound 30) To a solution of 1,2-benzisothiazoline-1,1-dioxide (97.1 mg, 0.574 mmol) in N,N-dimethylformamide (3 mL) was added potassium carbonate (793 mg, 5.74 mmol) at room temperature, followed by stirring for 10 min. The solution was slowly added with drops of methylene chloride (5 mL) in {1-(4-fluorophenyl)-5-isobutyl-1H-pyrazol-3-yl}methyl bromide (199 mg, 0.638 mmol), and stirred for a day at room temperature. When the reaction was completed as measured by TLC (Hexane:EtOAc=3:1), the reaction mixture was filtered through celite. 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 was dried over 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. 119.3-122.7¡ã C.; 1H NMR (300 MHz, CDCl3) delta 7.83-7.49 (m, 3H), 7.41-7.34 (m, 3H), 7.20-7.14 (m, 2H), 6.35 (s, 1H), 4.52 (s, 2H), 4.39 (s, 2H), 2.46 (d, J=7.2 Hz, 2H), 1.87-1.73 (m, 1H), 0.84 (d, J=6.6 Hz, 6H); 13C NMR (75 MHz, CDCl3) delta 163.7, 160.4, 147.4, 144.8, 135.9, 135.1, 134.0, 132.7, 129.1, 127.7, 127.6, 124.6, 121.3, 116.2, 115.9, 106.1, 53.5, 50.0, 41.3, 35.1, 28.3, 22.4

As the rapid development of chemical substances, we look forward to future research findings about 936-16-3

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

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

(a) 3-(1-PIPERAZINYL)-1,2-BENZOISOTHIAZOLE STR50 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¡ã 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. (47percent) 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 crystallized from methanol-ethanol affords analytically pure 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride, m.p. 280¡ã 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.

As the rapid development of chemical substances, we look forward to future research findings about 7716-66-7

Reference£º
Patent; Mead Johnson & Company; US4487773; (1984); A;,
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

A 2 L reaction flask was charged with 88.5 g (lR, 2R) -1,2-cyclohexanedimethanol dimethanesulfonate, 71.8 g3- (1-piperazinyl) -1,2-benzisothiazole hydrochloride, 77.5 g of potassium carbonate and 1 L of acetonitrile were added and the mixture was heated under reflux with stirring. After the reaction is complete, hotFiltration, filter cake rinse with acetonitrile, the filtrate concentrated to dry under vacuum, in an off-white solid 104. 6g, 88% yield, HPLC purity is greater than99%, m.p. 228-230 C.

As the rapid development of chemical substances, we look forward to future research findings about 87691-88-1

Reference£º
Patent; Suzhou Er Ye Pharmaceutical Co., Ltd; Liu, Zhi; Wu, Yongfeng; Fan, Shengya; (5 pag.)CN105732644; (2016); A;,
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

A round bottomed flask was charged with 5 g (22.8 mmol) of 3- (1- piperazinyl)-1, 2-benzisothiazole and 20 mL dimethylformamide dimethylacetal. The solution was heated to 90 C for 20 h and then concentrated in vacuo. The resulting yellow solid was treated with 3.76 g (2, 6-dimethyl-3-nitropyridine in 22 mL DMF and heated to 100 C for 48 h. The reaction was then cooled and concentrated in vacuo. This crude reaction product was dissolved in 90 mL dichloroethane and 1.9 mL (33 MMOL) HOAc, cooled to 0 C, and treated with 9.4 g (44 MMOL) NaBH (OAC) 3. The reaction was allowed to warm to rt overnight and then stirred for 90 h. The reaction was quenched with 200 mL K2CO3 and 100 mL CH2C12. The organic extracts were dried over MGS04, filtered, and concentrated in vacuo to give 15.5 g of a red liquid. This red liquid was crudely purified by filtration chromatography to give 5.3 g of a crude mixture of the desired nitro compounds as an approximate 1: 1 mixture. This crude mixture was hydrogenated (50 psi) for-65 h in 100 mL THF : TRIETHYLAMINE (19: 1) using RaNi catalyst. The reaction was filtered and concentrated to give 5 g of crude material which was purified BY SI02 chromatography using a gradient of EtOAc to 10% MeOH/EtOAc. This purification gave 0.30 G of isomer A and 0.46 g of isomer B, both as orange oils. Additionally, 1.1 g of a fraction containing both isomers was isolated. Isomer A : MS (APCI) : 354 [M+H] +. Isomer B: MS (APCI) : 354 [M+H]+.

As the rapid development of chemical substances, we look forward to future research findings about 87691-88-1

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/41793; (2004); 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.4576-90-3,Isothiazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.,4576-90-3

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 diphenyl phosphoryl azide (11.9 g, 43.3 mmol). The reaction mixture was heated to reflux for 9 hours. After cooling the ambient temperature, the reaction mixture was concentrated in vacuo and the residue 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_), brine (50 ml_), and dried over anhydrous magnesium sulfate. Filtration and concentration of the filtrate in vacuo afforded a residue. Purification of the residue by column (0805) 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): 1FI NMR (300 MHz, CDCIs) 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).

As the paragraph descriping shows that 4576-90-3 is playing an increasingly important role.

Reference£º
Patent; XENON PHARMACEUTICALS INC.; FOCKEN, Thilo; ANDREZ, Jean-Christophe; BURFORD, Kristen Nicole; DEHNHARDT, Christoph Martin; GRIMWOOD, Michael Edward; JIA, Qi; LOFSTRAND, Verner Alexander; WILSON, Michael Scott; ZENOVA, Alla Yurevna; WESOLOWSKI, Steven Sigmund; SUN, Shaoyi; (205 pag.)WO2020/47323; (2020); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com