Day: October 20, 2020

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

A mixture of 508.2 g of piperazine, 200 ml of tertiary butanol and 200 g of 3-chloro-1,2-benzisithiazole was refluxed for 15 hours. The reaction mass was quenched with 800 ml of water and filtered through a Hyflow (flux calcined diatomaceous earth) bed to make it particle-free. The pH of the reaction mass was adjusted to 13 with 50percent aqueous NaOH and then the reaction mass was extracted three times with 1200 ml volumes of toluene. The combined organic layers were washed with 200 ml of water, treated with 10 g of carbon, and the carbon was removed by filtration. The solvent was distilled until about 1000 ml remained, under reduced pressure at a temperature below 65¡ã C. The reaction mass was cooled to 0-5¡ã C. and stirred for 80 minutes. The formed solid was filtered and washed with 20 ml of toluene to yield 148.3 g of the title compound.

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

Reference£º
Patent; Venkataraman, Sundaram; Rao, Uppala Venkata Bhaskara; Muvva, Venkateswarlu; Chitta, Vijayawardhan; US2006/89502; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

(3aR,6S)-8,8-Dimethyl-4,5,6,7-tetrahydro-3H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, cas is 107869-45-4, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,107869-45-4

EXAMPLE 1; (1R)-(+)-2,10-Camphor Sultam (Scheme 3, 3-1); To a solution of (-) camphor sulfonic acid (1.45 kg, 6.25 mol) in chloroform (7 L) under reflux condition is added thionyl chloride (0.896 kg, 7.5 mol) over a period of 1 h. The reaction mixture is refluxed for 16 h and then cooled to 4 C. using an ice bath. This cooled reaction mixture is added slowly to conc. NH4OH (15 L) while maintaining the temperature below 15 C. during the addition. After addition, the mixture is stirred for 4 h at room temperature. The organic layer is separated and the aqueous layer is extracted with chloroform (2¡Á2 L). The combined organic extracts are washed with brine (4 L) and dried over MgSO4. After filtration, the filtrate is concentrated under vacuum and dried to give 1.2 kg (83%) of camphor sulfonamide. In one experiment at 145 g scale of camphor sulfonic acid, the use of dichloromethane instead of chloroform for the reaction and extraction gives comparable yields. To a suspension of the camphor sulfonamide (1.2 kg, 5.2 mol) in toluene (15 L) is added Amberlyst H+ resin (150 g), and the mixture is heated at reflux for 4 h with the water formed removed azeotropically using a Dean-Stark water separator. The reaction mixture is filtered hot to remove the resin. The filtrate on cooling gave a white solid which is collected by filtration to give 1.02 kg (92%) of the desired imine. To the above imine (100 g, 0.47 mol) in ethanol (0.75 L) is added Raney Nickel (100 g) and the mixture is hydrogenated at 40 psi for 2 h. The catalyst is removed by filtration and the filtrate concentrated under vacuum to give the product 3-1 as a white solid

107869-45-4 is used more and more widely, we look forward to future research findings about (3aR,6S)-8,8-Dimethyl-4,5,6,7-tetrahydro-3H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide

Reference£º
Patent; BioCryst Pharmaceuticals, Inc.; US2006/128789; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belong isothiazole compound,3-Chlorobenzo[d]isothiazole,7716-66-7,Molecular formula: C7H4ClNS,mainly used in chemical industry, its synthesis route is as follows.,7716-66-7

A dry 2-neck 500 mL round-bottom flask (RBF) was charged with sodium ethanolate (46.2 mL, 124 mmol), diluted with 151 mL absolute EtOH, cooled in an ice bath and treated dropwise with diethyl malonate (17.98 mL, 118 mmol) under an atmosphere of nitrogen. After stirring for 20 minutes, the ice bath was removed and 3-chlorobenzo[d]isothiazole (20.0 g, 118 mmol) was added in one portion and stirred for 24 hours. The reaction solution was quenched with water, extracted with ether and treated with excess 4 M HCl/dioxane. A pinkish-white precipitate was filtered off, suspended in water, basified with Na2CO3, extracted with ether, washed with water and brine, dried over sodium sulfate, filtered and concentrated to yellow solids (20 g) which were recrystallized from ethanol/water and dried in a vacuum oven at 60¡ã C. for 3 hrs to give ethyl 3-aminobenzo[b]thiophene-2-carboxylate (19.9 g, 76percent yield).

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Chlorobenzo[d]isothiazole,belong isothiazole compound

Reference£º
Patent; Universal Display Corporation; Joseph, Scott; Kwang, Raymond; Lee, Chi Hang; Shia, Chuan Jun; Ram, SiV Cheung; (131 pag.)KR2015/9461; (2015); A;,
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

1.1. Synthesis of 3,4-dichloro-N-(cyclohexylmethyl)isothiazole-5-carboxamide: 730 mg of 3,4-dichloroisothiazole-5-carboxylic acid (3.7 mmol) were dissolved in 10 ml of dichloromethane and a drop of dimethylformamide was added. 1.4 g of oxalyl chloride (11.1 – – mmol) were added dropwise at room temperature. After stirring for 1 h at room temperature, the solution was evaporated to dryness on a rotary evaporator. The residue was taken up in 3 ml of dichloromethane and slowly added dropwise to a solution of 626 mg of 1 – cyclohexylmethanamine (5.5 mmol) and 746 mg of triethylamine (7.4 mmol) in 10 ml of dichloromethane. The mixture was stirred at room temperature for 1 h. The reaction mixture was then added to water and extracted repeatedly with dichloromethane. The concentrated extracts were dried over MgS04, concentrated and purified by column chromatography. Yield: 1.05 g (97percent of theory).’H-NMR (400 MHz, CDC13delta, ppm) 6.86 (br,lH), 3.34 (tr,2H), 1.77 (m,4H), 1.66 (m,lH), 1.58 (m,lH), 1.3-1.15 (m,3H), 1.0 (m,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; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; TIEBES, Joerg; MOSRIN, Marc; REY, Jullien; DOeLLER, Uwe; DROeGE, Thomas; MAECHLING, Simon; SCHMIDT, Jan Peter; TELSER, Joachim; SCHMUTZLER, Dirk; DIETRICH, Hansjoerg; GATZWEILER, Elmar; ROSINGER, Christopher Hugh; BERNIER, David; CRISTAU, Pierre; TSUCHIYA, Tomoki; (180 pag.)WO2016/102420; (2016); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is Isothiazole, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 288-16-4, its synthesis route is as follows.,288-16-4

EXAMPLE 12 6-Chloro-1-hydroxy-1-(5-isothiazolyl)-1,2,3,4-tetrahydronaphthalene Analogously to Example 1, the title compound is obtained starting from 225 mg of isothiazole, 0.51 ml of diisopropylamine, 1.87 ml of 1.6M n-butyllithium in hexane and 540 mg of 6-chloro-1-tetralone in 36 ml of THF. The crude product is purified by column chromatography (SiO2, 0.2 bar, hexane/ethyl acetate 9:1). 1 H-NMR (CDCl3): delta(ppm)=1.9-2.31 (m,4H), 2.17 (s,1H), 2.9 (t,2H), 6.83 (d,1H), 7.17 (m,3H), 8.34 (d,1H).

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

Reference£º
Patent; Ciba-Geigy Corporation; US5246952; (1993); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is Isothiazole-5-carboxylic acid, and cas is 10271-85-9, its synthesis route is as follows.,10271-85-9

A solution of compound 117 (0.35 g, 2.67 mmol), diphenylphosphoryl azide (0.57 mL, 2.67 mmol) and triethylamine (0.37 mL, 2.67 mmol) in tert-butanol (10 mL) was heated at reflux for 5 hours, at which time thin layer chromatography (DCM/Hexanes) indicates the reaction is complete. The reaction mixture was cooled to room temperature, poured into water and extracted with diethyl ether (3¡Á). The combined ether extracts were washed with brine, dried over sodium sulfate, and concentrated to afford a beige solid. Purification by column chromatography (SiO2, 40% ethyl acetate/hexanes) afforded compound 121 as a white solid 0.245 g (46%). 1H-NMR (400 MHz, DMSO-d6) delta 8.15(d, 1H), 6.72 (d, 1H), 1.48 (s, 9H).

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

Reference£º
Patent; Schering Corporation; US2007/105864; (2007); 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

It was obtained by addition of 4,4′-bipyridine (7.7 mg, 0.049 mmol) and thiosaccharine (20.3 mg, 0.102 mmol), to a dissolution of Zn(NO3)26H2O (15.2 mg, 0.0511 mmol) in water/ethanol 1:1, with mechanical stirring at ambient temperature. The resulting yellow precipitate was washed with water and dried. Yellow crystals, suitable for X-ray diffraction studies were obtained. Yield: 26.9%. Molar Conductivity (mS M1) = 138.7.Analytical percent composition calculated for C38H26N6O8S8Zn:C = 44.901%; H = 2.580%; N = 8.270%. Found: C = 45.996%; H =2.473%; N = 8.446%.Soluble in dimethyl sulfoxide and dimethyl formamide. Slightly soluble in water, ethanol, methanol and chloroform. Insoluble in acetone and dichloromethane. UV-Visible [DMSO, kmax nm]: 340.1H NMR (300 MHz, DMSO) d 8.98 (dd, 4H), 8.30 (dd, 4H), 7.87-8.02 (m, 4H), 7.73-7.81 (m, 4H), 7.35-7.72 (m, 10H). 13C NMR (75MHz, DMSO) d 191.56 (C1), 148.94 (C8), 145.88 (C10), 137.88 (C7),136.35 (C2), 132.28 (C4), 131.11 (C5), 125.16 (C3), 122.38 (C9),119.15 (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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO183,mainly used in chemical industry, its synthesis route is as follows.,7716-66-7

Preparation 1 SYNTHESIS OF 3-PIPERAZIN-1-YLBENZO[D]ISOTHIAZOLE A mixture of anhydrous piperazine (2.75 g, 32 mmol) and 3-chlorobenzo[d]isothiazole (1.00 g, 5.80 mmol) were heated in a sealed tube in an oil bath at 125¡ã C. for 24 hours. The orange melt was then quenched with ice water and 50percent NaOH was added in one portion. The mixture was extracted with dichloromethane to get the crude product which was purified by recrystallization to afford the title compound as a pale yellow solid in 24percent yield (0.260 g). MS (ES+) m/z 220 (M+1).

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

Reference£º
Patent; XENON PHARMACEUTICALS INC.; US2008/125434; (2008); 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 95; 5-[3-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-PROPIONYL]- 1, 1, 3, 3-TETRAMETHYL-INDAN-2-ONE; A mixture of 5- (3-Chloro-propionyl)-1, 1,3, 3-tetramethyl-indan-2-one (4.00 g, 14.4 mmol), 3-piperazin-1-yl-benzo [cisothiazole hydrochloride (3.81 g, 14.4 mmol), potassium carbonate (6.57 g, 47.5 mmol), sodium iodide (2.16 g, 14.4 mmol) in acetonitrile (250 mL) was stirred at rt for 24 h. The reaction was quenched with water (120 mL), and acetonitrile was evaporated. The residue was extracted with methylene chloride (2 x 250 mL). The combined organic extracts were washed with water, brine, dried over Na2SO4, evaporated. The residue was purified by chromatography (silica gel, 7: 3 to 1: 1 hexanes/EtOAc) to give 5- [3- (4-Benzo [dlisothiazol-3- yl-piperazin-1-yl)-propionyl]-1, 1,3, 3-tetramethyl-indan-2-one (4.60 g, 70%) as a pale yellow solid :’H NMR (300 MHz, CDCl3) 8 7.97-7. 90 (m, 3H), 7.82 (d, J = 8.1 Hz, 1 H), 7.47 (dd, J = 7.1, 0.9 Hz, 1 H), 7.39-7. 33 (m, 2H), 3.58 (t, J = 4.8 Hz, 4H), 3.27 (t, J = 7.3 Hz, 2H), 2.97 (t, J = 7.3 Hz, 2H), 2.78 (t, J = 4.9 Hz, 4H), 1.38 (s, 6H), 1.37 (s, 6H); ESI MS m/z 462 [C27H31N3O2S + H]+.

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?; WO2005/56540; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

To a suspension of 3,4-dichloroisothiazole-5-carboxylic acid (0.15 g, 0.76 mmol) in oxalyl chloride (2 mL) was added a catalytic amount of dimethylformamide (2 drops) and the mixture was heated to 80¡ã C. and stirred for 2 h. The excess oxalyl chloride was removed on the rotary evaporator. Meanwhile, 5-fluoro-2-(4-fluorobenzyloxy)-pyrimidin-4-ylamine (0.17 g, 0.68 mmol) was dissolved in THF (1 mL), treated with LiHMDS (1M in THF, 0.76 mL, 0.76 mmol) and stirred for 10 min. The freshly prepared 3,4-dichlorothiazole-5-carbonyl chloride*, dissolved in THF (1 mL), was added and the reaction was capped and stirred for 12 h. The reaction was diluted with water and the target compound was extracted with CH2Cl2 (3.x.5 mL). The combined extracts were dried over MgSO4 and then evaporated under reduced pressure. The mixture was eluted with CH2Cl2 through an anionic-exchange solid phase extraction column and then further purified by reverse-phase chromatography to give 3,4-dichloroisothiazole-5-carboxylic acid [5-fluoro-2-(4-fluorobenzyloxy)pyrimidin-4-yl]amide (0.035 g, 12percent) as a tan solid: mp 87-90¡ã C.; 1H NMR (400 MHz, DMSO-d6) delta 11.78 (s, 1H), 8.67 (s, 1H), 7.51-7.48 (m, 2H), 7.24-7.19 (m, 2H), 5.25 (s, 2H); MS (ESI) m/z 417 (M+H)+, 415 (M-H)-. *Nagata, T.; Kogure, A.; Yonekura, N.; Hanai, R.; Kaneko, I.; Nakano, Y. JP 2007211002 A

With the complex challenges of chemical substances, we look forward to future research findings about 18480-53-0,belong isothiazole compound

Reference£º
Patent; DOW AGROSCIENCES LLC; US2009/203647; (2009); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com