Tag: M.W:100-200

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO93,mainly used in chemical industry, its synthesis route is as follows.,24340-77-0

Example 190Preparation of 1-Isothiazol-4-yl-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (190A) 1-(4-Methyl-pyridin-3-yl)-imidazolidin-2-one (I-14b: 150 mg, 0.847 mmol) was reacted with 4-bromo-isothiazole (166 mg, 1.016 mmol), 1,4-dioxane (15 mL), copper iodide (16.09 mg, 0.0847 mmol), trans-1,2-diamino cyclohexane (29 mg, 0.254 mmol) and potassium phosphate (540 mg, 2.541 mmol) to afford the crude product. Purification by column chromatography on silica gel (2% MeOH in CHCl3) afforded 120 mg of the product (54.54% yield).1H NMR (CDCl3, 300 MHz): delta 8.82 (s, 1H), 8.65-8.25 (m, 3H), 7.4-7.1 (m, 1H), 4.20-3.95 (m, 4H), 2.19 (s, 3H)LCMS purity: 97.95%, m/z=261.0 (M+1)HPLC: 96.08%

With the complex challenges of chemical substances, we look forward to future research findings about 4-Bromoisothiazole,belong isothiazole compound

Reference£º
Patent; Novartis AG; US2010/331326; (2010); 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: C8H14ClNO262,mainly used in chemical industry, its synthesis route is as follows.,24340-77-0

To a reaction flask were added compound 5 (200 mg, 0.392 mmol), 4-bromoisothiazole (96 mg, 0.588 mmol), Pd(dppf)Cl2 (32 mg, 0.02 mmol) and sodium carbonate (126 mg, 1.18 mmol), 2 mL glycol dimethyl ether and 0.4 mL water were added, bubbled with nitrogen gas for 10 minutes, and the reaction was heated to 120 C in microwace for half an hour. 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: 31.7%. LC-MS(APCI): m/z = 467.3(M+1)+; 1H NMR (400 MHz, DMSO) delta 10.17 (s, 1H), 9.04 (s, 1H), 8.76 (d, J = 2.3 Hz, 1H), 8.70 (s, 1H), 8.05 (d, J = 2.3 Hz, 1H), 7.86 (d, J = 9.1 Hz, 2H), 7.33 (d, J = 8.8 Hz, 2H), 4.86 (d, J = 3.4 Hz, 1H), 4.21 (s, 1H), 3.41 (dd, J = 17.0, 9.3 Hz, 1H), 3.29 – 3.18 (m, 2H), 2.90 (d, J = 11.1 Hz, 1H), 1.89 – 1.80 (m, 1H), 1.75 (s, 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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO34,mainly used in chemical industry, its synthesis route is as follows.,936-16-3

Ethyl chloroformate (136ml) was added dropwise to a chilled solution of 2,3-dihydro- 1,2-benzisothiazol-1 ,1 -dioxide (68.Og) in pyridine (340ml) over 1h, maintaining the temperature below 180C. The slurry was stirred for 10min at 2O0C, diluted dropwise with water (1000ml) over 75min and stirred for a further 30min. The mixture was chilled to 0-50C, aged for 1 h and isolated by filtration. The cake was washed with cold water (2x250ml), and dried in vacuo to give the title compound as a white solid (72.35g).400 MHz NMR in dimethyl sulphoxide-d6. Dimethyl sulphoxide-d5 as reference at 2.50 ppm. delta (ppm): 1.30 (3) t J=7.1Hz, 4.32 (2H) q J=7.1Hz, 5.01 (2H) s, 7.64-7.70 (2H) m, 7.81 (1 H) td J=7.6Hz J=1.0Hz, 7.98 (1 H) d J=8.0Hz

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; GLAXO GROUP LIMITED; WO2006/129100; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is Isothiazole-4-carboxylic acid, and cas is 822-82-2, its synthesis route is as follows.,822-82-2

Isothiazole-4-carboxylic acid (0.65 g) is added portionwise to a stirred mixture of lithium aluminum hydride (0.19 g) in tetrahydrofuran (50 mL) at ambient temperature under nitrogen the reaction mixture is heated at reflux for 4 hours then cooled to 0 C. Sodium hydroxide solution (3% w/v) is added dropwise and the mixture stirred at 0 C. for 1 hour then filtered through hyflo. The filtrate is evaporated and azeotroped with toluene to give isothiazol-4-ylmethanol (0.35 g).

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

Reference£º
Patent; Rhone-Poulenc Rorer Limited; US6211234; (2001); B1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

The [Zn(tsac)2(o-phen)] complex was prepared by addition of a dissolution of Zn(NO3)26H2O (14.85 mg, 0.049 mmol, 2 ml) into a thiosaccharine solution (20 mg, 0.1 mmol/ethanol:water 1:1,2 ml). A o-phenantroline solution was finally added drop by drop (ethanol:water 1:1, 2 ml) and a yellow power was obtained. The resulting yellow solid was filtered and washed with cold water. Crystals suitable for X-ray diffraction studies were produced by slow diffusion of diethyl ether to the mother solution. Yield: 74% Molar Conductivity (mS M1) = 22.4. Calculated analytical percent composition for C26H16N4O4S4Zn: C = 48.516%; H = 2.267%; N =8.592%; Found: C = 48.638%; H = 2.511%; N = 8.725%. Soluble indimethyl sulfoxide and dimethyl formamide. Non-soluble in other solvents (methanol, chloroform, dichloromethane, acetone, water). UV-Visible [DMSO, kmax nm]: 341. 1HNMR (300 MHz,DMSO) d 8.72-9.21 (m, 1H), 8.94 (m, 1H), 8.31(m, 1H), 8.03-8.21 (m, 1H), 7.91 (m, 1H), 7.57-7.72 (m, 3H). 13CNMR (75 MHz, DMSO) d 191.81 (C1), 149.09 (C8), 140.02 (C10), 139.36(C12), 137.94 (C7), 136.52 (C2), 132.12 (C4), 130.91 (C5), 128.70 (C11), 127.37 (C13), 125.10 (C3), 125.81 (C9), 119.03 (C6).

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; 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

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 88 2-[{1-(tert-Butyl)-5-(4-fluorophenyl)-1H-pyrazol-3-yl}methyl]-2,3-dihydro[d]isothiazole 1,1-dioxide (Compound 33) To a solution of 1,2-benzisothiazoline-1,1-dioxide (10.3 mg, 0.061 mmol) in N,N-dimethylformamide (0.9 mL) was added potassium carbonate (88.5 mg, 0.640 mmol) at room temperature, followed by stirring for 10 min. The solution was slowly added with drops of {1-(tert-butyl)-5-(4-fluorophenyl)-1H-pyrazol-3-yl}methyl bromide (20.9 mg, 0.067 mmol) in methylene chloride (3 mL), and stirred at room temperature for a day. When the reaction was completed as measured by TLC (Hexane:EtOAc=2:1), 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?1:1) to afford the title compound (10.2 mg, 42percent, white solid). M.P. 163.5-167.5¡ã C.; 1H NMR (300 MHz, CDCl3) delta 7.86 (d, J=7.6 Hz, 1H), 7.65-7.53 (m, 2H), 7.41 (d, J=7.5 Hz, 1H), 7.35-7.29 (m, 2H), 7.13-7.06 (m, 2H), 6.27 (s, 1H), 4.53 (s, 2H), 4.46 (s, 2H), 1.48 (s, 9H); 13C NMR (75 MHz, CDCl3) delta 164.4, 162.3, 161.1, 143.6, 142.9, 135.3, 134.2, 132.6, 132.2, 132.1, 129.9, 129.0, 124.5, 121.5, 115.0, 114.7, 109.3, 61.3, 50.0, 41.3, 31.2

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

27148-03-4, Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The [Zn(tsac)2(o-phen)] complex was prepared by addition of a dissolution of Zn(NO3)26H2O (14.85 mg, 0.049 mmol, 2 ml) into a thiosaccharine solution (20 mg, 0.1 mmol/ethanol:water 1:1,2 ml). A o-phenantroline solution was finally added drop by drop (ethanol:water 1:1, 2 ml) and a yellow power was obtained. The resulting yellow solid was filtered and washed with cold water. Crystals suitable for X-ray diffraction studies were produced by slow diffusion of diethyl ether to the mother solution. Yield: 74%, 27148-03-4

The synthetic route of 27148-03-4 has been constantly updated, and we look forward to future research findings.

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

3-Bromoisothiazole, cas is 55512-82-8, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,55512-82-8

Intermediate 123d was reacted with 3-bromoisothiazole in a method analogous to Example 122 to give Example 123 (5.9 mg, 11.5 muiotaetaomicron, 46percent). LC-MS (Method Al) RT = 1.39 min, MS (ESI) m/z: 512.4 (M+H)+. H NMR (500 MHz, DMSO-cfe) delta 9.18 (d, 7=4.6 Hz, 1H), 8.12 (br d, 7=7.9 Hz, 1H), 8.09 – 8.01 (m, 2H), 7.75 (br d, 7=7.9 Hz, 1H), 7.17 (br d, 7=7.9 Hz, 2H), 7.07 (br d, 7=7.9 Hz, 2H), 4.68 (s, 2H), 2.32 (t, 7=7.6 Hz, 2H), 1.90 – 1.77 (m, 6H), 1.67 (br d, 7=6.7 Hz, 2H), 1.49 (quin, 7=7.5 Hz, 2H), 1.27 (dq, 7=14.9, 7.4 Hz, 2H), 0.81 (t, 7=7.3 Hz, 3H) (1 exchangeable proton not observed).

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

Reference£º
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

936-16-3, 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,936-16-3

To a mixture of 2,6-dichloropyrazine (193 mg, 1.30 mmol) and 1 (200 mg, 1.18 mmol) in DMF (5 mL), was added Cs2CO3 (770 mg, 2.36 mmol). The resulting mixture was stirred at 100¡ãC for 5 hours. The mixture was cooled to 25¡ãC and poured into ice water. The aqueous phase was extracted with ethyl acetate (20 mL). The combined organic phase was washed with saturated brine (20 mL), dried with anhydrous Na2S04, filtered, and concentrated under reduced pressure. The residue was purified by TLC (petroleum ether/ethyl acetate = 2: 1) to afford 21 (220 mg, 60percent) as yellow solid.

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

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

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

PREPARATION 3 3-(1-Piperazinyl)-1,2-benzisothiazole odsold; 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¡ã 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¡ã C.). Once addition was complete the yellow solution was heated to reflux (121 ¡ãC.) and then maintained at reflux for 24 hours. Thin-layer chromatography showed that the reaction was complete. The reaction mixture was cooled to 85¡ã 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 50percent 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¡ã 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¡ã 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¡ã C. to afford 23.59 g (80percent yield) of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride as an off white solid.

7716-66-7 is used more and more widely, 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