Tag: M.W:100-200

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

Step 2. A mixture of 20 (160 mg, 0.58 mmol), 1 (99 mg, 0.58 mmol), Cs2CO3 (380 mg, 1.17 mmol), Cul (33 mg, 0.17 mmol) and 2-(dimethylamino)acetic acid hydrochloride (24 mg, 0.17 mmol) in dioxane (2 mL) was degassed and purged with N2 (3X). The mixture was stirred at 100¡ãC for 12 h and then filtered and concentrated. The crude material was purified by prep- HPLC to give Compound 140 (27 mg, 10percent) as a white solid. 1H NMR (DMSO-d6, 400MHz) delta 8.98 (s, lH), 8.74 (d, 1H), 8.34 (d, 1H), 7.99 (d, 1H), 7.92 (dd, 1H), 7.85-7.79 (m, 1H), 7.71-7.66 (m, 2H), 7.34 (s, 1H), 7.21 (s, 1H), 5.10 (s, 2H); LCMS (ESI): m/z 408.0 (M+H).

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; NUMERATE, INC.; RAIMUNDO, Brian; KOLTUN, Elena S.; GRIFFIN, John; STANGELAND, Eric; (93 pag.)WO2018/49324; (2018); 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

4-bromoisothiazole (commercially available from Aurora, 500 mg, 3.05 mmol) was dissolved in degassed 1 ,2-Dimethoxyethane (DME) (5 ml). Pd(Ph3)4 (176 mg, 0.152 mmol) was added thereto. The reaction mixture was stirred at room temperature for 15min. [2,4-bis(methyloxy)-5-pyrimidinyl]boronic acid (commercially available from Aldrich ,1178 mg, 6.40 mmol) and 5ml_ of degassed 1 M/H2O solution of NaHCO3 were added to the reaction mixture under N2 atm. After 2h30min stirring at 900C the mixture was diluted with water and extracted with DCM. The collected organic phases were evaporated. The residue was purified by flash chromatography eluting with cyclohexane/EtOAc 5:1. 686 mg of the title compound were isolated as a yellow solid. MS (ES) {mlz): 224.06 [M+H]+.

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

Reference£º
Patent; Glaxo Group Limited; WO2009/43883; (2009); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

3,4-Dichloroisothiazole-5-carboxylic acid, cas is 18480-53-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,18480-53-0

Preparation of the starting material: At room temperature, 146 g (1.23 mol) of thionyl chloride are added dropwise with stirring over a period of 5 minutes to 8.92 g (0.045 mol) of 3,4-dichloro-isothiazole-5-carboxylic acid. 4 drops of dimethylformamide are then added, and the reaction mixture is heated at reflux for one hour. The reaction mixture is subsequently cooled to room temperature and concentrated under reduced pressure. This gives 12.19 g of 3,4-dichloro-isothiazole-5-carbonyl chloride in the form of an orange oil. The compounds of the formula (I) listed in the table below are also prepared by the method given above.

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

Reference£º
Patent; Bayer Aktiengesellschaft; US6191155; (2001); B1;,
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

Synthesis of 5-Bromo-3-chlorobenzo[d]isothiazole. 3-Chlorobenzo[d]isothiazole (10 g, 59.0 mmol) was added to a solution of bromine (3.2 mL, 62.0 mmol) and silver sulfate (19.6 g, 63.0 mmol) in sulfuric acid (200 mL). The resulting brown mixture was allowed to stir at room temperature for 2h under nitrogen. The color slowly faded to pale yellow as a white precipitate formed. The precipitate was collected by vacuum filtration and triturated with hexanes to yield 5-bromo-3-chlorobenzo[d]isothiazole as a white solid (3.8 g). 1H NMR (300 MHz, CDCl3): 8.18 (s, IH), 7.8 (d, IH), 7.64 ppm (d, IH).; 3-Chlorobenzo[d]isothiazole (10 g, 59.0 mmol) was added to a solution of bromine (3.2 mL, 62.0 mmol) and silver sulfate (19.6 g, 63.0 mmol) in sulfuric acid (200 mL). The resulting brown mixture was allowed to stir at room temperature for 2h under nitrogen. The color slowly faded to pale yellow as a white precipitate formed. The precipitate was collected by vacuum filtration and triturated with hexanes to yield 5-bromo-3-chlorobenzo[d]isothiazole as a white solid (3.8 g). 1H NMR (300 MHz, CDCl3): 8.18 (s, IH), 7.8 (d, IH), 7.64 ppm (d, IH).

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

Reference£º
Patent; RIGEL PHARMACEUTICALS, INC.; WO2006/91858; (2006); 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 89 2-[{1-(tert-Butyl)-5-(4-trifluoromethylphenyl)-1H-pyrazol-3-yl}methyl]-2,3-dihydro[d]isothiazole 1,1-dioxide (Compound 34) To a solution of 1,2-benzisothiazoline-1,1-dioxide (24.3 mg, 0.144 mmol) in N,N-dimethylformamide (1 mL) was added dropwise potassium carbonate (180 mg, 1.30 mmol) at room temperature, followed by stirring for 15 min. This solution was slowly added with drops of {1-(tert-butyl)-5-(4-trifluoromethylphenyl)-1H-pyrazol-3-yl}methyl bromide (51.6 mg, 0.143 mmol) in methylene chloride (4.5 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=4:1?2:1) to afford the title compound (25.4 mg, 39percent, white solid). M.P. 144.6-148.2¡ã C.; 1H NMR (300 MHz, CDCl3) delta 7.85 (d, J=7.7 Hz, 1H), 7.68-7.48 (m, 6H), 7.41 (d, J=7.4 Hz, 1H), 6.29 (s, 1H), 4.54 (s, 2H), 4.47 (s, 2H), 1.49 (s, 9H); 13C NMR (75 MHz, CDCl3) delta 143.9, 142.4, 137.9, 135.3, 134.2, 132.6, 130.9, 130.8, 130.5, 129.0, 125.7, 124.8, 124.7, 124.5, 122.1, 121.5, 109.4, 61.5, 50.1, 41.3, 31.3

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

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-Chloro-4-(4-Boc-piperazin-l-yl)quinazoline (140 mg, 0.40 mmol), 253-dihydro-l,2- benzisothiazole l5l-dioxide (85 mg, 0.50 mmol) and potassium carbonate (110 mg, 0.80 mmol) in DMSO (2 ml) were heated at 90¡ã for 16 h and then at 110¡ã for 5 h. The reaction mixture was diluted with brine and extracted with dichloromethane (x3). The combined o organic phases were dried (MgSO4) and evaporated to dryness. The residue was dissolved in dichloromethane (2 ml) and TFA (0.5 ml) was added. The reaction mixture was stirred at ambient temperature for 16 h. The solvent was evaporated and the crude was purified by preparative HPLC to give the acetate of the title compound (71 mg, 40percent). 1H NMR (400 MHz, DMSO-J6) d ppm 7.90 – 8.02 (2 H, m) 7.61 – 7.84 (5 H, m) 7.33 – 7.41 (1 H3 m) 5.19 (2 H, s) 3.79 – 3.88 (4 H, m) 2.87 – 2.95 (4 H, m); ESI-MS m/z M+H+ 382.

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; ASTRAZENECA AB; WO2007/108744; (2007); A2;,
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

(a) A mixture of 32 parts of ethyl 1-piperazinecarboxylate, 17 parts of 3-chloro-1,2-benzisothiazole and 45 parts of N,N-dimethylacetamide was stirred for 0.5 hours at 150¡ã C. After cooling to 50¡ã C., the reaction mixture was poured into ice water. The aqueous layer was decanted and the oily layer was stirred in water. The product from the oil layer was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated, yielding 13 parts (44percent) of ethyl 4-(1,2-benzisothiazol-3-yl)-1-piperazinecarboxylate as a residue (int. 3).

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

Reference£º
Patent; Janssen Pharmaceutica N.V.; US4957916; (1990); 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

General procedure for synthesis of 3-(piperazin-1-yl)benzo[d]isothiazole The compound 3-chloro-1, 2-benzisothiazole (1 mmol) was allowed to react with piperazine (1.2 mmol) in Ethanol at 80 ¡ãC for 36 h. Then reaction mixture was concentrate and RM was dissolved in ethyl acetate and washed with water. Ethylacetate layer dried with Na2SO4 and concentrate them and get 3-(piperazin-1-yl)benzo[d]isothiazole. White solid, 85percent yield, mp 215-217 ¡ãC, 1H NMR (400 MHz, CDCl3): delta = 7.42 (t, J = 7.2 Hz, 1H), 7.29 (m, 3H), 4.14 (t, J = 4.8 Hz, 4H), 3.15 (t, J = 4.8 Hz, 4H); 13C NMR (100 MHz, DMSO+CDCl3): 166.8, 156.2, 135.8, 128.5, 127.6, 125.2, 124.9, 119.8, 53.6, 49.2, 46.6, 45.1, 7.1. MS calcd for C19H20N4OS2: 219.31. Found: 220.33, (M+); Anal. Calcd for C19H20N4OS2: C, 60.24; H, 5.97; N, 19.16; S, 14.62; Found: C, 60.25; H, 5.99; N, 19.13; S, 14.61.

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

Reference£º
Article; Reddy, Kummetha Indrasena; Srihari, Konduri; Renuka, Janupally; Sree, Komanduri Shruthi; Chuppala, Aruna; Jeankumar, Variam Ullas; Sridevi, Jonnalagadda Padma; Babu, Kondra Sudhakar; Yogeeswari, Perumal; Sriram, Dharmarajan; Bioorganic and Medicinal Chemistry; vol. 22; 23; (2014); p. 6552 – 6563;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belong isothiazole compound,Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide,27148-03-4,Molecular formula: C7H5NO2S2,mainly used in chemical industry, its synthesis route is as follows.,27148-03-4

A Zn(NO3)2*6H2O dissolution (10.3 mg, 0.0346 mmol/2 ml ethanol:water 1:1) was added to another dissolution of thiosaccharine (12.3 mg, 0.062 mmol/2 ml ethanol:water 1:1). Finally, solid 2,2′-biquinoline was added (9.4 mg, 0.0367 mmol/2 ml ethanol:water1:1). A pale yellow powder was then obtained. Yield: 90%. Molar conductivity (mS M1) = 26.3. Analytical percent composition calculated for C32H20N4O4S4Zn: C = 53.520%; H = 2.807%; N = 7.801%. Found: C = 53.884%; H = 2.761%; N = 7.698%. Soluble in DMSO and DMF. Almost insoluble in water, ethanol, methanol, acetone, dichloromethane and chloroform. [DMSO, kmaxnm]: 339 1H NMR (300 MHz, DMSO) d 8.80 (dd, 1H), 8.58 (dd, 1H), 8.19(dd, 1H), 8.08 (dd, 1H), 7.89-7.95 (m, 1H), 7.85 (td, 1H), 7.53-7.73 (m, 4H). 13C NMR (75 MHz, DMSO) d 191.54 (C1), 155.21(C16), 147.16 (C8), 137.80 (C7), 137.36 (C14), 136.32 (C2), 132.16 (C4), 130.99 (C5), 130.18 (C10), 129.31 (C12), 128.16 (C13), 128.03(C11), 127.42 (C9), 125.10 (C3), 119.05 (C6), 118.87 (C15).

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; Delgado, Fermin; Freire, Eleonora; Baggio, Ricardo; Gonzalez Pardo, Veronica; Dorn, Viviana; Dennehy, Mariana; Inorganica Chimica Acta; vol. 479; (2018); p. 266 – 274;,
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

To a reaction flask were added compound 41 (100 mg, 0.19 mmol), 4-bromoisothiazole (50 mg, 0.27 mmol), Pd(dppf)Cl2 (5 mg, 0.006 mmol) and sodium carbonate (60 mg, 0.558 mmol), 5 mL glycol dimethyl ether and 0.9 mL water were added, bubbled with nitrogen gas for 10 minutes, and the reaction was heated to 100 C in microwave and reacted for half an hours. After TLC detected the reaction was complete, the reaction was concentrated, purified by silica gel column chromatography to afford 58 mg of a product, yield: 63%. LC-MS(APCI): m/z = 485.3 (M+1)+. 1H NMR (400 MHz, CDCl3) delta 10.23 (s, 1H), 9.09 (s, 1H), 8.77 (d, J = 2.0 Hz, 1H), 8.72 (s, 1H), 8.10 (d, J = 2.0 Hz, 1H), 7.87 (d, J = 9.0 Hz, 2H), 7.34 (d, J = 8.7 Hz, 2H), 5.47 (d, J = 3.5 Hz, 1H), 4.94 (d, J = 51.5 Hz, 1H), 4.18 (s, 1H), 3.64 (ddd, J = 41.8, 13.5, 3.1 Hz, 1H), 3.43 – 3.38 (m, 1H), 3.02 (d, J = 11.9 Hz, 1H).

With the synthetic route has been constantly updated, we look forward to future research findings about 4-Bromoisothiazole,belong isothiazole compound

Reference£º
Patent; Shenzhen Targetrx, Inc.; WANG, Yihan; ZHAO, Jiuyang; AL, Yixin; (51 pag.)EP3553057; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com