Category: isothiazole

Name is (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 94594-90-8, its synthesis route is as follows.,94594-90-8

[00124] [3aS-[1(E),3a,6,7a]]-1-[3-(3,4-difluorophenyl)-1-oxo-2-propenyl]-hexahydro-8,8-dimethyl-3H-3a,6-methano-2,l-benzisothiazole-2,2-dioxide: At 0-5 0C, a solution of 3-(3,4-difluoro-phenyl)-acryloyl chloride in dichloromethane (30 mL) was added to a mixture of (2R)-bornane-10,2-sultam (14.5 g, 67.35 mmol, 1.00 equiv), triethylamine (20.4 g, 201.98 mmol, 3.00 equiv), and dichloromethane (120 mL). The resulting solution was stirred at ambient temperature for about 3 hours and then water (40 mL) was added. Standard extractive workup with dichloromethane (2 x 40 mL) gave the title product as an off-white solid (18.5 g; yield = 72 percent). 1H NMR (300 MHz, CDCl3) delta: 7.68 (d, / = 15.6 Hz, 1 H), 7.15- 7.45 (m, 3 H), 7.19 (d, J = 15.6 Hz, 1 H), 4.00 (m, 1 H), 3.55 (q, J1 =13.8 Hz, J2 = 24.0 Hz ), 2.18 (m, 2 H), 1.93 (m, 2 H), 1.37-1.48 (m, 2 H), 1.22 (s, 3 H), 0.96 (s, 3 H).

With the complex challenges of chemical substances, we look forward to future research findings about (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide

Reference£º
Patent; AUSPEX PHARMACEUTICALS, INC.; RAO, Tadimeti; ZHANG, Chengzhi; WO2011/17108; (2011); A2;,
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Name is 3,4-Dichloroisothiazole-5-carboxylic acid, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 18480-53-0, its synthesis route is as follows.,18480-53-0

0.75 mmol of 3,4-dichloroisothiazole-5-carboxylic acid I-1 was added to a 100 ml two-neck round bottom flask.1-(3-Methylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) was 0.9 mmol, 1-hydroxybenzotriazole (HOBT) was 0.77 mmol, dissolved in dichloro Methane (25 mL) was stirred in an ice bath for 15 minutes.A solution of the amine II-1 in dichloromethane (25 mL) was added to the reaction mixture, then 0.90 mmol of Et3N was added, and the reaction mixture was stirred at room temperature for 16 hours.After the reaction was completed, the organic layer was washed with water (2¡Á30 mL) and brine (40 mL).The organic layer was dried over MgSO 4 and concentrated under reduced vacuo.The residue is purified by silica gel column chromatography on 100~200 mesh to give compound III-1.The eluent was petroleum ether: ethyl acetate at 60 to 90 C, and the volume ratio was 5:1, and the yield was 56%; the amount of the compound III-1 prepared and the volume of the reaction vessel were expanded or reduced in a corresponding ratio.

With the complex challenges of chemical substances, we look forward to future research findings about 3,4-Dichloroisothiazole-5-carboxylic acid

Reference£º
Patent; Nankai University; Fan Zhijin; Yang Dongyan; Li Zhengming; Zhu Yilin; Zhou Jinghui; Guo Xiaofeng; Zhang Nailou; Wu Qifan; Yu Bin; Zhou Shuang; (19 pag.)CN110041324; (2019); A;,
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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 5 The mixture of 2.0 g of 4-(1,2-benzisothiazol-3-yl)piperazine hydrochloride, 2.0 g of 3-(4-chlorobutyryl)-2-methyl-5,6,7,8-tetrahydro-4H-thieno[3,2-c]azepin-4-one, 2.1 g of potassium carbonate and 1.2 g of potassium iodide in 15 ml of N,N-dimethylformamide and 15 ml of toluene was stirred at 60 C. for 3 hours. After the mixture was cooled in a water bath, water was added thereto and the mixture was extracted with ethyl acetate. The organic layer was washed with saline solution, dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on a silica gel, dissolved in isopropyl alcohol and ethanol-maleic acid was added thereto to make maleate. The resulting crystals were recrystallized from ethanol to give 0.90 g of 3-(4-(4-(1,2-benzisothiazol-3-yl) piperazin-1-yl)butyryl)-2-methyl-5,6,7,8-tetrahydro-4H-thieno[3,2-c]azepin-4-one maleate as white crystals, m.p. 150-152 C.

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; Yoshitomi Pharmaceutical Industries, Ltd.; US5532240; (1996); A;,
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Name is Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 27148-03-4, its synthesis route is as follows.,27148-03-4

Room temperature: To a benzene solution (20mL) containing [Os3(CO)10(NCMe)2] (0.13g, 0.14mmol) was added tsacH (56g, 0.28mmol), after which the solution was allowed to stir at room temperature for 2h. TLC examination of the reaction revealed the presence of two new products in a 3:1 ratio representing 1 and 2, respectively. The products were isolated by chromatography using an eluent composed of cyclohexane/ CH2Cl2 (1:1, v/v) that afforded two bands corresponding to [HOs3(CO)10(mu-N,S-1,3-tsac)] (2) (32mg, 22%) and [HOs3(CO)10(mu-S-tsac)] (1) (0.10g, 68%) in order of elution. Each product was obtained as orange crystals after recrystallization from n-hexane/CH2Cl2 at 4C. Data for 1: Anal. Calc. for C17H5NO12Os3S2: C, 19.44; H, 0.48, N, 1.33. Found: C, 19.92; H, 0.54, N, 1.36%. IR (nuCO, CH2Cl2): 211m, 2076vs, 2066s, 2028s, 2019s, 1992m cm-1. 1H NMR (CDCl3): delta 8.00 (m, 1H), 7.90 (m, 1H), 7.86 (m, 2H),-17.10 (s, 1H). Data for 2: Anal. Calc. for C17H5NO12Os3S2: C, 19.44; H, 0.48, N, 1.33. Found: C, 19.98; H, 0.52; N, 1.37%. IR (nuCO, CH2Cl2): 2113m, 2076s, 2065s, 2029s, 2018s, 1994w, 1982w cm-1. 1H NMR (CDCl3): delta 7.94 (d, J 7.2Hz, 1H), 7.84 (d, J 7.2Hz, 1H), 7.72 (m, 2H),-13.96 (s, 1H).

With the complex challenges of chemical substances, we look forward to future research findings about Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide

Reference£º
Article; Pinky, Tamanna; Rahman, Md Matiar; Ghosh, Shishir; Azam, Kazi A.; Mia, Md. Jadu; Alam, Md. Mahbub; Tocher, Derek A.; Richmond, Michael G.; Kabir, Shariff E.; Journal of Organometallic Chemistry; vol. 880; (2019); p. 223 – 231;,
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As a common heterocyclic compound, it belongs to isothiazole compound, name is 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide, and cas is 111248-89-6, its synthesis route is as follows.,111248-89-6

To 1,3-dihydro-2,1-benzisothiazoline 2,2-dioxide (Chiarino et al, J. Heterocycl. Chem. 23(6), 1645-9, 1986) (0.74 g, 4.4 mmol) in anhydrous dichloromethane (minimum amount) at room temperature was added sequentially N,N-diisopropylethylamine (0.76 mL, 4.4 mmol) and 2-(trimethylsilyl)ethoxymethyl chloride (0.77 mL, 4.4 mmol). After 30 min, the reaction was poured into water (50 mL), the layers were separated, and the aqueous phase was extracted with ethyl acetate (2*50 mL). The organic layers were combined, washed with brine (30 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to give 1, 3-dihydro-I-(2′-trimethylsilylethyl)-2, 1-benzisothiazoline 2,2-dioxide (1.3 g, 99%) as an off-white solid. 1H NMR (CDCl3, 300 MHz) delta0.02 (s, 9 H), 0.97 (dd, 2 H, J=8.3, 8.2 Hz), 3.73 (dd, 2 H, J=8.2, 8.3 Hz), 4.40 (s, 2 H), 5.08 (s, 2 H), 7.05 (d, 1 H, J=7.4 Hz), 7.07 (dd, 1 H), 7.26 (d, 1 H, J=7.4 Hz), 7.35 (‘t’, 1H, J=7.6, 7.6 Hz). MS ((+) APCI m/z 317 [M+NH4]+.

With the complex challenges of chemical substances, we look forward to future research findings about 111248-89-6,belong isothiazole compound

Reference£º
Patent; American Home Products Corporation; Ligand Pharmaceuticals, Inc.; US6339098; (2002); B1;,
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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.,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 complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide

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Article in Press; Hong, Jin Ri; Choi, Young Jin; Keum, Gyochang; Nam, Ghilsoo; Bioorganic and Medicinal Chemistry; (2017);,
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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

3-Piperazin-1-yl-benzoisothiazole hydrochloride (1.31 g, 5.1 mmol) and (5-fluoro-2-nitro-phenyl)-acetic acid (800 mg, 4.3 mmol) were combined in 100 mL methylene chloride with triethylamine (1.20 mL, 8.6 mmol). This solution stirred for 15 min before bis-(2-oxo-3-oxazolidinyl) phosphinic chloride 1.09 g, 4.3 mmol) was added. After stirring overnight at room temperature (rt), the reaction was quenched with water and extracted into methylene chloride. The organic layer was washed with 0.5 N HCl, water, sodium bicarbonate then water before it was dried over sodium sulfate (Na2SO4) and concentrated. The organic layer was dried over sodium sulfate, concentrated, and purified by MPLC using a Biotage prepacked silica gel cartridge eluting with 3% methanol in methylene chloride (CH2Cl2) to afford 870 mg of an off-white foam. Yield 50%; mp 72 C.; MS (APCI): 401 [M+H]+.

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

Reference£º
Patent; Davis, Jamie Marie; Gregory, Tracy Fay; Walters, Michael Anthony; US2004/67960; (2004); A1;,
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As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO317,mainly used in chemical industry, its synthesis route is as follows.,27148-03-4

A solution of thiosaccharin (tsacH) (0.04 g, 0.24 mmol) in methanol (8 cm3) was added to a solution of K2[PtCl4] (0.05 g, 0.12 mmol) in water (3 cm3). The orange mixture was heated at reflux on a steam bath for 2 h. After cooling to room temperature the brown solid formed was filtered off, washed with water and dried in a vacuum oven to give 1 (0.049 g, 70%). 1H NMR (d6-dmso): delta 8.50 (d, J 7.0 Hz, 2H), 8.86 (d, J 6.8 Hz, 2H), 7.76 (m, 4H); IR v/cm-1; IR(KBr) 3085w, 1419s, 1340vs, 1100vs, 1012s, 804vs, 366m cm-1; Elemental Anal. Calc. for PtS4N2O4C14H8¡¤H2O. Found: C, 27.58 (27.63); H, 1.64 (1.49); N, 4.60 (4.59)%.

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

Reference£º
Article; Al-Jibori, Subhi A.; Al-Jibori, Mohamed H.S.; Hogarth, Graeme; Inorganica Chimica Acta; vol. 398; (2013); p. 117 – 123;,
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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

Excess dried, -325 mesh potassium carbonate (20 g) was diluted in 500 mL acetone and 3-piperazin-1-yl-benzoisothiazole hydrochloride (13.37 g, 52.4 mmol was added. The mixture was stirred for 15 min before 2-nitrophenethyl tosylate (15.3 g, 47.7 mmol) and catalytic 18-crown-6 (0.5 g, 1.9 mmol) was added. The mixture was stirred at reflux for 42 h. After cooling, the salts were filtered off and washed with acetone and the filtrate was concentrated. The residue was taken up in methylene chloride and washed with water. The organic layer was dried over sodium sulfate, and concentrated. The residue was triturated with ethyl acetate and the collected solid was washed with ethyl ether and dried in vacuo to afford 13.08 g of a viscous, brown liquid. Yield 75%; MS (APCI): 369 [M+H]+.

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

Reference£º
Patent; Davis, Jamie Marie; Gregory, Tracy Fay; Walters, Michael Anthony; US2004/67960; (2004); A1;,
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Name is 3-Bromoisothiazole, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 55512-82-8, its synthesis route is as follows.,55512-82-8

Intermediate I-1 (15 mg, 0.045 mmol) and 3-bromoisothiazole (10.98 mg, 0.067 mmol) were dissolved in DMF (446 muL). PdCl2(dppf)-CH2Cl2 (2.187 mg, 2.68 mumol) was added and the reaction mixture was degassed by bubbling with argon for 15 minutes. Sodium carbonate (2 M, 26.8 muL, 0.054 mmol) was added and the reaction mixture was degassed for 5 minutes, then sealed and heated to 90 ¡ãC in the microwave for 30 minutes. The reaction mixture was diluted with DMF, filtered, and purified by preparative HPLC (Method D, 35 to 80percent B in 10 minutes) to give Example 5 (5.0 mg, 0.017 mmol, 37.2percent): 1H NMR (500MHz, METHANOL-d4) delta 8.89 (d, J=4.7 Hz, 1H), 8.59 (s, 1H), 8.13 (d, J=1.9 Hz, 1H), 8.10 (d, J=4.7 Hz, 1H), 7.84-7.52 (m, 2H), 2.64 (s, 3H); LC^MS: Method H, RT = 1.08 min, MS (ESI) m/z: 293.9 (M+H)+; Analytical HPLC Method B: 97.4percent purity

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

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; RICHTER, Jeremy M.; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; (111 pag.)WO2018/13772; (2018); A1;,
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