Tag: M.W:100-200

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

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

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-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

As a common heterocyclic compound, it belongs to isothiazole compound, name is Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide, and cas is 27148-03-4, its synthesis route is as follows.,27148-03-4

A solution of thiosaccharin (tsacH) (0.084 g, 0.425 mmol) in chloroform (10 cm3) was added to a solution of [Pt(kappa2-dppm)2]Cl2 (0.22 g, 0.22 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 which was filtered and reduced to half volume. Methanol (2 cm3) was added and the mixture was set aside to evaporate slowly at room temperature. The pale yellow crystalline solid thus formed was filtered off and dried in a vacuum oven (85%). 11: pale yellow solid, 85% yield. 1H NMR: delta 7.57 (d, J 7.60 Hz, 4H, Ar), 7.50-6.80 (m, 44 H, Ar), 3.46 (br, 4H, CH2); 31P{1H} NMR: 253 K 18.1 (br), -30.4 (br) ppm; 298 K 16.8 (vbr), -28.1 (vbr) ppm; 333 K -23.3 (vbr) ppm; IR(KBr) 3053w, 2932w, 1431s, 1313vs, 1159vs, 994s, 800s, 694s, 378m cm-1; Elemental Anal. Calc. for PtN2S4P4O4C64H52¡¤0.5CH2Cl2. Found: C, 55.42 (55.00); H, 3.79 (3.66); N: 2.00 (1.97)%.

With the complex challenges of chemical substances, we look forward to future research findings about 27148-03-4,belong isothiazole compound

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

As a common heterocyclic compound, it belong isothiazole compound,3,4-Dichloroisothiazole-5-carboxylic acid,18480-53-0,Molecular formula: C4HCl2NO2S,mainly used in chemical industry, its synthesis route is as follows.,18480-53-0

3,4-Dichloroisothiazol-5-carboxylic acid (0.235 g, 1.2 mmol), dichloromethane (6 ml), N,N-dimethylformamide (2 drops) were added dropwise to the reaction flask. Add oxalyl chloride (1 g, 8 mmol),The reaction solution was stirred at room temperature for 4 hours.The solvent was then evaporated to give 3,4-dichloroisothiazol-5-carbonyl chloride, which was dissolved in dichloromethane (2 mL).Then 4-fluoro-2-(2-pentyloxy)aniline (0.197 g, 1 mmol) was added to the reaction flask and triethylamine (0.13 mL) was added.Further, a 3,4-dichloroisothiazol-5-formyl chloride solution was added dropwise to the reaction flask, and the mixture was stirred at room temperature for 16 hours.Then after monitoring the reaction by thin layer chromatography,Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate.The organic layer was washed with saturated brine.After drying over anhydrous sodium sulfate, it was concentrated under reduced pressure.The residue was purified by column chromatography (eluent: petroleum ether: ethyl acetate = 20:1).Obtained a fresh yellow solid of 0.236 g.The yield was 62.76percent.

With the synthetic route has been constantly updated, we look forward to future research findings about 3,4-Dichloroisothiazole-5-carboxylic acid,belong isothiazole compound

Reference£º
Patent; Shanghai Taihe International Trade Co., Ltd.; Ma Wenjing; Lv Liang; Li Hongwei; Hou Shuang; Du Yonglei; Liu Jiyong; (31 pag.)CN108383791; (2018); A;,
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

15 g of 3,4-dichloroisothiazole-5-carboxylic acid (75.7 mmol) were dissolved in 300 ml of ethanol and 8.4 ml of concentrated sulphuric acid were added. The mixture was stirred under reflux for 20 h. The reaction mixture was then concentrated to half the original volume, neutralized with saturated NaHCO3, added to water and extracted with dichloromethane. The dichloromethane phases were dried and carefully concentrated on a rotary evaporator. Yield:15.2 g (89percent of theory).?H-NMR (400 MHz, CDC13 3, ppm) 4.44 (q, 2H), 1.42 (tr, 3H).

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

Reference£º
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; BERNIER, David; CRISTAU, Pierre; TSUCHIYA, Tomoki; RINOLFI, Philippe; DROeGE, Thomas; MAECHLING, Simon; SCHMIDT, Jan Peter; TELSER, Joachim; DOeLLER, Uwe; MOSRIN, Marc; REY, Jullien; TIEBES, Joerg; WACHENDORFF-NEUMANN, Ulrike; (467 pag.)WO2016/102435; (2016); A2;,
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

In a nitrogen atmosphere at 100 C,(2E) -3- (4- (tributylstannyl) pyridin-3-yl) ethyl acrylate (33 mg)4-bromoisothiazole (17.41 mg),Pd (Ph3P) 4 (8.18 mg),Cuprous iodide (I) (2.70 mg),A mixture of cesium fluoride (21.50 mg) and DMF (1.5 mL) was stirred at room temperature for 13 hours.Similarly, in a nitrogen atmosphere, 100 C,(2E) -3- (4- (tributylstannyl) pyridin-3-yl) acrylate (497 mg)4-bromoisothiazole (262 mg), Pd (Ph3P) 4 (123 mg),A mixture of cuprous iodide (I) (40.6 mg), cesium fluoride (324 mg) and DMF (10 mL) was stirred for 13 hours.The reaction mixture was combined and the insoluble material was filtered.The filtrate was diluted with ethyl acetate (20 mL), water (10 mL) and saturated aqueous sodium bicarbonate (10 mL), and the aqueous layer was extracted with ethyl acetate. The extract was washed with water and brine, dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate / hexane) to give the title compound (222 mg).

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

Reference£º
Patent; TAKEDA PHARMACEUTICAL COMPANYLIMITED; HIRAYAMA, TAKAHARU; FUJIMOTO, JUN; CARY, DOUGLAS ROBERT; OKANIWA, MASANORI; HIRATA, YASUHIRO; (289 pag.)TW2017/14883; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belong isothiazole compound,3,4-Dichloroisothiazole-5-carboxylic acid,18480-53-0,Molecular formula: C4HCl2NO2S,mainly used in chemical industry, its synthesis route is as follows.,18480-53-0

To 4.0 g (20.3 mmol) of 3,4-dichloroisothiazole-5-carboxylic acid were added 8 ml of oxalyl chloride and a catalytic amount of DMF, followed by stirring at 50¡ãC for 30 minutes to give rise to a reaction. The reaction mixture was concentrated under vacuum to obtain 3,4-dichloroisothiazole-5-carbonyl chloride. 1.9 g (50.5 mmol) of sodium borohydride was suspended in 40 ml of water. To the resulting suspension was dropwise added, at 10 to 15¡ãC, a solution of the 3,4-dichloroisothiazole-5-carbonyl chloride dissolved in THF (4 ml). Stirring was conducted at 15¡ãC for 30 minutes. Then, an aqueous citric acid solution was added to make the mixture weakly acidic and extraction with ethyl acetate was conducted. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated. The resulting crystals were washed with hexane to obtain 3.0 g (yield: 81percent) of (3,4-dichloroisothiazol-5-yl)methanol as colorless crystals (melting point: 94 to 95¡ãC). 1H-NMR (CDCl3) delta: 2.28 (1H, bs), 4.96 (2H, s) ppm In 6 ml of acetonitrile were dissolved 0.62 g (3.10 mmol) of 3-chloro-1,2-benzoisothiazole 1,1-dioxide and 0.57 g (3.10 mmol) of the (3,4-dichloroisothiazol-5-yl)methanol. To the resulting solution was dropwise added 0.34 g (3.4 mmol) of triethylamine, followed by stirring at room temperature for 5 hours to give rise to a reaction. After the completion of the reaction, 12 ml of water was added. The resulting crystals were obtained by filtration. The crystals were washed with water and isopropyl alcohol to obtain 0.89 g (yield: 82percent) of 3-(3,4-dichloroisothiazol-5-ylmethoxy)-1,2-benzoisothiazole 1,1-dioxide as a colorless powder (melting point: 165 to 167¡ãC). 1H-NMR (CDCl3) delta: 5.79 (2H, s), 7.73-7.94 (4H, m) ppm.

With the synthetic route has been constantly updated, we look forward to future research findings about 3,4-Dichloroisothiazole-5-carboxylic acid,belong isothiazole compound

Reference£º
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY CO., LTD.; EP2017268; (2009); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Isothiazole-5-carboxylic acid, cas is 10271-85-9, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,10271-85-9

To a stirred solution isothiazole-5-carboxylic acid 46 (1.75 g, 13.56 mmol) in CH2Cl2 (50 mL) under inert atmosphere were added N, O-dimethylhydroxylamine (1.45 g, 14.92 mmol), EDCI.HCl (2.85 g, 14.92 mmol), DMAP (1.66 g, 13.56 mmol) and N-methylmorpholine (4.1 mL, 40.69 mmol) at 0 oC, followed by warming to room temperature and stirring for 16 h. The reaction was monitored by TLC. After completion of the reaction, the reaction mixture was poured into ice-cold water, extracted with CH2Cl2. The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 2% MeOH/ CH2Cl2 to afford compound 47 (1.2 g, 52%) as brown syrup. TLC: 5% MeOH/ CH2Cl2 (Rf: 0.2); 1H NMR (400 MHz, DMSO-d6): delta 8.64 (d, J = 1.8 Hz, 1H), 7.96 (d, J = 1.8 Hz, 1H), 3.82 (s, 3H), 3.33 (s, 3H); LCMS Calculated for C6H8N2O2S: 172.03; Observed: 173.1 (M+1)+.

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

Reference£º
Patent; ASSEMBLY BIOSCIENCES, INC.; TURNER, William, W., Jr.; LI, Leping; HAYDAR, Simon, Nicolas; BURES, Mark, G.; RAI, Roopa; FRANCIS, Samson; ARNOLD, Lee, Daniel; (0 pag.)WO2018/160878; (2018); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com