Month: November 2020

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;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55512-82-8,3-Bromoisothiazole,as a common compound, the synthetic route is as follows.,55512-82-8

To a reaction flask were added compound 5 (200 mg, 0.392 mmol), 3-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, heated to 120 C in microwave and reacted for 0.5 hour. After TLC detected the reaction was complete, the reaction was concentrated, purified by silica gel column chromatography to afford 84 mg of a product, yield: 46%. LC-MS(APCI): m/z = 467.3(M+1)+; 1H NMR (400 MHz, DMSO) delta 10.17 (s, 1H), 9.04 (s, 1H), 8.90 (s, 1H),8.76 (d, J = 2.3 Hz, 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).

As the paragraph descriping shows that 55512-82-8 is playing an increasingly important role.

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

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

To a solution of N- [5-CHLORO-4- (2-CHLORO-ACETYL)-2-METHYL-PHENYL]- acetamide (1.375 g, 5.286 mmol), in acetonitrile (50 mL) was added 3- PIPERAZIN-1-YL-BENZO [d] isothiazole hydrochloride (1.352 g, 5.286 mmol), potassium iodide (1EQ), and potassium carbonate (1.5eq). The reaction was stirred as a suspension at rt overnight. The reaction was diluted with H20 and the filtered. After drying at 50 C under high vacuum overnight, N- {4- [2- (4-BENZO [d] isothiazol-3-yl-peperazin-1-yl)-acetyl]-5-chloro-2- METHYL-PHENYL)-ACETAMIDE was collected as a white solid (2.034 g, 4.598 mmol). Yield = 87%. 100% pure at 254 nM; LCMS (APCI) : 443.3 [M+H] + ; ‘H NMR (400 MHz, DMSO-d6) B 9.41 (s, 1H), 8.02 (d, J = 8. 80HZ, 2H), 7.81 (s, 1H), 7.59 (s, 1H), 7.52 (t, J = 7.34Hz, 1H), 7.39 (t, J = 7.34Hz, 1H), 3.80 (s, 2H), 3.44-3. 37 (m, 4H), 3.30 (s, H20), 2.77-2. 68 (m, 4H), 2.23 (s, 3H), 2.08 (s, 3H).

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

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/41793; (2004); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

Example 2(R)-5-Methyl-4,5-dihydro-pyrazole-1 ,5-dicarboxylic acid 1 -[(4-chloro-phenyl)-amide] 5-{[2-fluoro-4- (2-oxo-2H-pyridin-1-yl)-phenyl]-amide}Step 1. Synthesis of (3aS,6R,7aR)-1-methacryloyl-8,8-dimethylhexahydro-3a,6-methano-2,1- benzisothiazole 2,2-dioxide(1 S)-(-)-2,10-camphorsultamProcedure: To a solution of (1S)-(-)-2,10-camphorsultam (1.160g, 5.388 mmoles) in toluene (10ml) was added sodium hydride (60percent in oil, 0.323g, 8.08 mmoles). Stirred for 1.5 hours Added methacryoyl chloride (1.126g, 10.78 mmoles) directly to the reaction mixture. Stirred at room temperature overnight, Evaporated, extracted into ethylacetate, washed with 1 N HCI, dried MgSO4, evaporated in vacuo and purified by chromatography (0-20percent EtOAc in hexane) to afford the desired compound (1.24Og, 81percent) 1 H NMR (400 MHz, DMSO-D6) delta ppm 0.90 (s, 3 H), 1.08 (s, 3 H), 1.23 (m 1 H), 1.42 (m, 1 H), 1.78 (m, 5 H), 1.81 (m, 3H), 3.26 (s, 4 H), 3.56 (d, J=14.04 Hz, 1 H), 3.77 (d, J=14.04 Hz, 1 H)1 3.91 (m, 1 H), 5.48 (s, 1 H)1 5.60 (s,1 H)

With the complex challenges of chemical substances, we look forward to future research findings about 94594-90-8,belong isothiazole compound

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2008/65503; (2008); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

10.2 grams of piperidine,Mix 4.0 g of 3-chloro-1,2-benzothiazole and 10 ml of ethanol and mix at 80 ¡ã C under refluxAfter 18 hours, it was cooled, poured into water, separated with 100 ml of water and 200 ml of toluene, and the organic phase was washed with 100 ml of water. Dry, filter, concentrate to 20 ml, and refrigerate overnight (0-5 ¡ã C) in the refrigerator. Precipitation appeared, filtered to give a white solid, yield79.6percent.

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

Reference£º
Patent; Capital University of Medical Sciences; Jin Zengliang; Gao Nana; Zheng Yuanyuan; Xu Huanli; Li Xiaorong; Xiong Jie; (20 pag.)CN108440520; (2018); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is 4-Bromoisothiazole, and cas is 24340-77-0, its synthesis route is as follows.,24340-77-0

10456] 0.150 g (0.67 mmol) of 2-[6-(1H-pyrazol-4-yl)py- ridin-2-yl]pyrimidine (cf. Step 3) were initially charged, and 0.350 g (1.07 mmol) of caesium carbonate, 4.81 mg (0.03 mmol) of copper(I) oxide, 18.4mg (0.13 mmol) of salicylaldoxime, 0.165 g (1.0 mmol) of 4-bromoisothiazole and 1 ml of N,N-dimethylformamide were added successively under argon. The reaction mixture was heated at 110 C. for 24 hours. After cooling, the solvent was removed on a rotary evaporator under reduced pressure and the residue was purified by medium pressure column chromatography (MPLC) with cyclohexane/acetone (100:0 to 0:100). This gave 4.7mg (2% of theory) of2-{6-[1 -(isothiazol-4-yl)-1 H-pyrazol-4-yl] pyridin-2-yl}pyrimidine.10457] HPLC-MS: log P (HCOOH)=1.65, log P (neutral)=1.64.

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

Reference£º
Patent; BAYER CROPSCIENCE AG; Koehler, Adeline; Bretschneider, Thomas; Muehlthau, Friedrich August; Fuesslein, Martin; Jeschke, Peter; Fischer, Reiner; Voerste, Arnd; Malsam, Olga; Ilg, Kerstin; US2015/284380; (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

Example 86 2-[{1-(2,6-Dichlorophenyl)-5-isobutyl-1H-pyrazol-3-yl}methyl]-2,3-dihydro[d]isothiazole 1,1-dioxide (Compound 31) To a solution of N,N-dimethylformamide (1 mL) in 1,2-benzisothiazoline-1,1-dioxide (31.4 mg, 0.186 mmol) was added potassium carbonate (255 mg, 1.85 mmol) at room temperature, followed by stirring for 10 min. This solution was slowly added with drops of {1-(2,6-dichlorophenyl)-5-isobutyl-1H-pyrazol-3-yl}methyl bromide (73.3 mg, 0.202 mmol) in methylene chloride (2 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=2:1) to afford the title compound (61.9 mg, 74percent, white solid). M.P. 130.2-139.2¡ã C.; 1H NMR (300 MHz, CDCl3) delta 7.84 (d, J=7.7 Hz, 1H), 7.62-7.30 (m, 6H), 6.40 (s, 2H), 4.57 (s, 2H), 4.38 (s, 2H), 2.24 (d, J=7.3 Hz, 2H), 1.92-1.79 (m, 1H), 0.89 (d, J=6.6 Hz, 6H); 13C NMR (75 MHz, CDCl3) delta 148.3, 146.4, 135.4, 135.2, 135.1, 134.2, 131.0, 129.0, 128.8, 124.6, 121.4, 105.4, 49.6, 41.3, 34.8, 27.5, 22.5

With the rapid development 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

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

General procedure: For 6: A solution of thiosaccharin (tsacH) (0.06 g, 0.307 mmol) in chloroform (8 cm3) was added to a solution of [PtCl2(kappa2-dppm)] (0.10 g, 0.154 mmol) in chloroform (10 cm3). A few drops of triethylamine were added and the resulting mixture was heated under reflex for 1 h. This produced a yellow solution was filtered off and reduced to half volume. Methanol (2 cm3) was added and the mixture was set a side to evaporate slowly at room temperature. The yellow crystalline solid thus formed was filtered off and dried in a vacuum oven (0.12 g, 91%).

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

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.

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

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

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¡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 crytallized 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.

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

Reference£º
Patent; Mead Johnson & Company; US4411901; (1983); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com