Day: October 13, 2020

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

Example 5Preparation of 5-[2-[4-(l,2-benzisothiazol-3-yl)-l-piperazinyn]ethyl]-6- chloro-l,3-di hydro-2H- indol-2-one:Charge 1.0 litre water, 100 gm of 5-(2-chloroethvl)-6-chlorooxindole product, 122.4 gm 3-(l-piperazinyl)-l,2-benzisothiazole HCI and 138.2 gm of sodium carbonate into a 3 litre three neck flask at 25 to 30 C. Stir for 15 minutes and heat to reflux temperature 95 to 100 C. Maintain at reflux temperature for 15 hrs. Cool the reaction mixture to 45 – 50C. Add 1.0 It of water into the reaction mixture and stir for 30 minutes. Filter at 45 to 50 C and wash with water. Suck dry for 30 minutes to yield crude product. Charge 2 It of water and above crude product and heat the mixture gradually to 45 to 50C and stir for 30 minutes. Filler the product at 45 to 50C and wash with water. Suck dry the product for 30 minutes. Charge 2.0 It of water and 300 gm of crude product into a 1.0 litre three neck flask at 25 to 30C and heat the mixture gradually to 45 to 50C. Stir for 30 mins. Filter the product at 45 to 50C and wash with water till about neutral pH (6.5 to 7.0). Suck dry the product for 30 minutes to get wet crude base 5-[2-[4-(l,2-benzisothiazo.-3-yl)-l-piperazinyl]ethylj-6- chloro-i,3-di hydro- 2H- indol-2-one. Add 300.-gms of wet crude base and 1.0 It of isopropanol at 25 to 30C. Warm the reaction mixture to 50 to 55C and stir for 1.0 hr. Cool the reaction mixture gradually to 10 to 15C and stir for 30 mins. Filter the product and wash with chilled isopropanol. Suck dry for 30 minutes. Charge 300gm of wet crude base and 6 It of tetrahydrofuran (THF). Heat the reaction mixture gradually to reflux temperature 65-70C. Reflux till clear solution. Cool to 50 to 55C and add charcoal and stir for 30 min at 50 to 55dC. Filter the charcoal and wash with hot THF. Distill out THF at 50 to 55 C under vacuum till residual volume is 1 It and cool the reaction mixture gradually to 5 to 10C and stir for 1 hr. Filter the product and wash with chilled THF. Suck dry the product for 30 minutes. Dry the product at 60 to 65C.

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

Reference£º
Patent; ARCH PHARMALABS LIMITED; GHOGARE, Bhausaheb Nana; DESHPANDE, Uday K.; PAI, Ganesh Gurpur; MANDAL, Arun Kanti; CHARANJIT, Sehgal; NEHA, Dixit Akshaya; WO2012/20424; (2012); A1;,
Isothiazole – Wikipedia
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877265-23-1,877265-23-1, 6-Bromobenzo[d]isothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

D. Benzo[d]isothiazole-6-carbonitrile. To a solution of 6-bromobenzo[d]isothiazole (205 mg, 0.96 mmol) in DMF (5 mL) was added dioxane (1 mL), tetrakis(triphenylphosphine)palladium(0) (167 mg, 0.144 mmol), and zinc cyanide (113 mg, 0.958 mmol). The reaction was heated to 95 C. with stirring for 2 hours, cooled, and the dioxane evaporated. The resulting solution was diluted with water and brine then extracted four times with dichloromethane. The organic solution was dried over anhydrous sodium sulfate, filtered, and volatiles evaporated. The resulting material was purified using chromatography on a normal phase silica gel column with 0 to 10% ethyl acetate in hexanes. Fractions containing clean product were combined and the solvent evaporated. The material was dried under vacuum at room temperature to give the title compound (118 mg, 77%).

As the paragraph descriping shows that 877265-23-1 is playing an increasingly important role.

Reference£º
Patent; D’Sidocky, Neil R.; Harris, Roy L.; Hegde, Sayee G.; Hilgraf, Robert; McCarrick, Margaret A.; McKie, Jeffrey A.; Mortensen, Deborah S.; Nadolny, Lisa; Perin-Ninkovic, Sophie M.; Sapienza, John J.; Wright, Jonathan L.; US2008/242694; (2008); A1;,
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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

(3,4-dichloroisothiazol-5-yl)methanolA solution of 3,4-dichloroisothiazole-5-carboxylic acid (2.0 g), N1N- dimethylformamide (few drops) and thionyl chloride (20 mL) in toluene (60 mL) was heated at 1000C for 16 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was dissolved in tetrahydrofuran (20 mL), cooled to -200C under a nitrogen atmosphere and treated dropwise with a 1.0 M sodium borohydride solution in N, N- dimethylformamide (8.5 ml.) over 1 hour. The mixture was stirred for 5 minutes after the end of addition and quenched with 1.0 M aqueous hydrochloric acid solution. The mixture was concentrated to low bulk under reduced pressure and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with a mixture of cyclohexane and dichloromethane (1 :0 to 0:1 by volume), to afford the title compound as a pale yellow solid (1.1 g).1H NMR (300 MHz, CDCI3): delta 2.60 (s, 1H); 4.96 (s, 2H).

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

Reference£º
Patent; PULMAGEN THERAPEUTICS (ASTHMA) LIMITED; HYND, George; MONTANA, John Gary; FINCH, Harry; ARIENZO, Rosa; AHMED, Shahadat; WO2010/142934; (2010); A1;,
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

EXAMPLE 133; 5-r2- (4-Benzordlisothiazol-3-vl-piperazin-1-vl)-ethvll-2, 3-dihvdro-indole-1- carboxylic acid tert-butvl ester; A mixture of 5-(2-chloro-ethyl)-2, 3-dihydro-indole-1-carboxylic acid ter-butyl ester (27.7 g, 0.098 mol), 3-piperazin-1-yl-benzo [aQisothiazole hydrochloride (20.2g, 0.079 mol) and sodium carbonate (18.6 g, 0.175 mol) in 1, 4-dioxane-water (320 + 560 mL) was stirred at reflux for 48 hours. Additional cesium carbonate (18 g, 0.055 mol) was added and the mixture was heated at reflux for an additional 6 hours. Mixture was cooled, diluted with water and extracted with ethyl acetate (2 x 1 L), dried and concentrated, purified via flash chromatography (heptane-ethyl acetate- triethyl amine/2: 1: 0.01) to provide a white powder. Yield : 26.2 g (67%). MS (APCI), (M+1) + = 465.2.

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

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/66165; (2005); A1;,
Isothiazole – Wikipedia
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18480-53-0, 3,4-Dichloroisothiazole-5-carboxylic acid is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

SYNTHESIS EXAMPLE 1 Process (a): After thionyl chloride (10 ml) had been added to 3,4-dichloro-5-isothiazole-carboxylic acid (0.99 g), the mixture was refluxed by heating for 2 hours. The excess of thionylchloride was then distilled off under reduced pressure, and 3,4-dichloro-5-isothiazolecarboxylic acid chloride was obtained., 18480-53-0

18480-53-0 3,4-Dichloroisothiazole-5-carboxylic acid 49837, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Assmann, Lutz; Kitagawa, Yoshinori; Ishikawa, Koichi; Yamazaki, Daiei; Sawada, Haruko; Araki, Yasuo; Sakuma, Haruhiko; Kinbara, Taro; Imanishi, Kinya; US2003/13750; (2003); 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, General procedure: N-(4-Bromo-3-{[(d imethylam ino)methylene]su lfamoyl}phenyl)-2-(2-chlorophenyl)acetamide (amount as indicated in examples) was dissolved in methanol (3 mL in case of 0.59 mmol scale) and degassed with nitrogen. Bis(pinacolato)diboron (2.5 eq), mesylate[(di(1 -adamantyl)-n-butylphosphine)-2-(2?-amino-1 ,1 ?-biphenyl)]palladium(l I) (cataCXium A Pd G3, 0.05 eq) and N,N-diisoproyplethylamine (2.5 eq) were added andit was stirred for 1 hour at 50C. The catalyst was removed by filtration and the filtrate was reduced in vacuo.The crude was redissolved in n-propanol (3 mL in case of 0.59 mmol scale), followed by degassing with nitrogen. The corresponding hetarylbromide (2 eq), potassium fluoride (0.23 eq), bis(tri-tert-butylphosphine)palladium(0) (0.05 eq) and triphenylphosphine (0.05 eq) were added. It was again degassed with nitrogen and potassium phosphate (2.5 eq) was added, followed by irradiating for 1 hour at 10000 in the microwave.Any precipitate was removed by filtration and the filtrate was concentrated in vacuo andredissolved in methanol (2 mL in case of 0.59 mmol scale). Aqueous ammoniumhydroxide solution (33%, 2 mL) was added. It was stirred until UPLC-MS showed completion of deprotection. In most cases stirring overnight was sufficient, in certain cases longer stirring and addition of further aqueous ammonium hydroxide solution was necessary. The reaction mixture was then concentrated in vacuo and purified as indicatedintheexamples.

55512-82-8 3-Bromoisothiazole 15323364, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; MESCH, Stefanie; CLEVE, Arwed; BRAeUER, Nico; HERBERT, Simon, Anthony; KOCH, Markus; DAHLLOeF, Henrik; OSMERS, Maren; HARDAKER, Elizabeth; LISHCHYNSKYI, Anton; (673 pag.)WO2017/191000; (2017); A1;,
Isothiazole – Wikipedia
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.24340-77-0,4-Bromoisothiazole,as a common compound, the synthetic route is as follows.

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

The synthetic route of 24340-77-0 has been constantly updated, and we look forward to future research findings.

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

7716-66-7, 3-Chlorobenzo[d]isothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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 3-Chlorobenzo[d]isothiazole 598190, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc.; US5935960; (1999); A;,
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94594-90-8, (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 4-methyl itaconate (1) (864 mg, 6.0 mmol) in dry CH2Cl2 (23 ml) were added 4-(dimethylamino)pyridine (161 mg, 1.3 mmol) and (S)-(?)-2,10-camphorsultam (15) (431 mg, 2.0 mmol). The mixture was cooled to 0 ¡ãC and N,N?-dicyclohexylcarbodiimide (1.36 g, 6.6 mmol) was added. The mixture was stirred at 0 ¡ãC for 1 h under N2 atmosphere. The solution was warmed to room temperature and further stirred overnight. The resulting precipitates of N,N?-dicyclohexylurea were filtered off and the filtrate was washed successively with 5percent aqueous NaHCO3, water, 1 N HCl, water and brine. The organic layer was dried over anhydrous Na2SO4 and evaporated in vacuo. The residue was purified by column chromatography on silica gel [ SiO2 51 g; hexane?EtOAc (5:1 then 3:1 v/v)] to afford amide 2 (612 mg, 90percent) as a colourless solid. Mp 86.2 ¡ãC (from diethyl ether); [alpha]D22 ?82.9 (c 1.95, CHCl3); IR (KBr) 3119, 1738, 1674, 1633, 1436, 1328, 1175, 1132, 1114, 1063, 979, 764 cm?1; 1H NMR (600 MHz) delta 6.05 (1H, d, J=1.0 Hz, =CHH), 5.88 (1H, d, J=1.0 Hz, =CHH), 4.06 (1H, dd, J=7.5, 4.9 Hz, NCH), 3.69 (3H, s, OMe), 3.52 (1H, d, J=13.7 Hz, CHHSO2), 3.47 (1H, d, J=16.1 Hz, CHHCO2Me), 3.45 (1H, d, J=13.7 Hz, CHHSO2), 3.25 (1H, d, J=16.1 Hz, CHHCO2Me), 2.05?2.00 (2H, m, CH2), 2.00?1.85 (3H, m, CH, CH2), 1.49?1.29 (2H, m, CH2), 1.22 (3H, s, Me), 1.00 (3H, s, Me); 13C NMR (100 MHz) delta 169.9, 169.0, 135.6, 127.7, 65.4, 53.2, 51.8, 47.8, 47.5, 44.9, 38.0, 32.9, 26.2, 20.9, 19.7; MS (EI+) (m/z) 341 (M+, 1percent), 310 (15), 277 (16), 218 (19), 127 (100), 99 (72), 69 (32), 59 (25); HRMS calcd for C16H24NO5S (MH+) 342.1375, found 342.1396., 94594-90-8

As the paragraph descriping shows that 94594-90-8 is playing an increasingly important role.

Reference£º
Article; Kumazaki, Eri; Nagano, Hajime; Tetrahedron; vol. 69; 16; (2013); p. 3486 – 3494;,
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18480-53-0, 3,4-Dichloroisothiazole-5-carboxylic acid is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add 5 mmol of compound I-1 to a 250 ml two-neck round bottom flask. 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) is 6 mmol, 1-hydroxybenzotriazole (HOBT) was 5.13 mmol, dissolved in dichloromethane solution and stirred in an ice bath for 15 minutes. A solution of the amine in dichloromethane (25 ml) was added to the reaction system. Then 6 mmol of Et3N was added and the reaction mixture was stirred at room temperature for 16 hours. After the reaction is completed, wash with water (2 ¡Á 60 ml) and saturated with brine (80 ml)Wash the organic layer, The organic layer was dried over MgSO4 and concentrated under reduced vacuo. The residue is purified by 100-200 mesh silica gel column chromatography to give compound II-1. The eluent is petroleum ether: ethyl acetate at 60-90 degrees Celsius.Its volume ratio is 4:1, yield 70%; white solid, melting point 125-126%,

18480-53-0, The synthetic route of 18480-53-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nankai University; Fan Zhijin; Yang Dongyan; Li Zhengming; Wang Haixia; Guo Xiaofeng; Zhang Nailou; Wu Qifan; Yu Bin; Zhou Shuang; (21 pag.)CN110041287; (2019); A;,
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