Category: 5908-62-3

1,1-Dioxo-isothiazolidine, cas is 5908-62-3, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.,5908-62-3

General procedure: Inside a N2 filled glovebox, benzenesulfonamide (250 mg, 1.590 mmol) and copper(I) iodide (15.14 mg, 0.080 mmol), 4-toluene bromide (326mg, 1.91 mmol), potassium carbonate (550 mg, 3.98 mmol), Acetonitrile (4 mL), and N1,N2dimethylethane-1,2-diamine (70.1 mg, 0.795 mmol) was charged into a vial. The vial was then heated to 70 oC for 8hr, LC indicated >97% conversion of benzenesulfonamide. The reaction mixture was then cooled to room temperature. 2N HCl (4mL) was added slowly, followed by EtOAc extraction (5mL x 3). The organic layers were combined, concentrated, and flash chromatographed (SiO2, 20:1–> 3:1 Heptane:EtOAc) to give N(p-tolyl) benzene sulfonamide as white solids (380 mg, 97%).

With the rapid development of chemical substances, we look forward to future research findings about 1,1-Dioxo-isothiazolidine

Reference£º
Article; Wang, Xiang; Guram, Anil; Ronk, Michael; Milne, Jacqueline E.; Tedrow, Jason S.; Faul, Margaret M.; Tetrahedron Letters; vol. 53; 1; (2012); p. 7 – 10;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

1,1-Dioxo-isothiazolidine, cas is 5908-62-3, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.,5908-62-3

General procedure: Example 2 3-Ethyl-5-methyl-6-[(2-oxoazetidin-1-yl)methyl]-1-(3,3,3-trifluoropropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione To a solution of 85 mg (1.19 mmol) of 2-azetidinone in 1.6 ml of THF were added 48 mg (1.19 mmol) of sodium hydride (60% suspension in mineral oil), then the mixture was heated to 60 C. for 60 min and subsequently cooled back down to RT (“Solution 1”). To a solution of 80 mg (0.238 mmol) of the compound from Ex. 140A in 1.6 ml of dichloromethane in another reaction vessel were added, at 0 C., 83 mul (0.476 mmol) of N,N-diisopropylethylamine and 18 mul (0.250 mmol) of thionyl chloride. After 20 min at 0 C., Solution 1 was added and the cooling bath was removed. The reaction mixture was stirred at RT for about 18 h. All the volatile constituents were then removed on a rotary evaporator. The remaining residue was separated into its components by means of preparative HPLC (Method 10). After concentration of the product fractions and drying under high vacuum, 5 mg (5% of theory, 92% purity) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 4.26 (s, 2H), 4.12 (t, 2H), 3.90 (q, 2H), 3.29-3.21 (m, 2H), 3.17 (t, 2H), 2.86-2.69 (m, 2H), 2.41 (s, 3H), 2.29-2.16 (m, 2H), 1.12 (t, 3H). LC/MS (Method 1, ESIpos): Rt=0.96 min, m/z=440 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 1,1-Dioxo-isothiazolidine

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

5908-62-3, 1,1-Dioxo-isothiazolidine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5908-62-3

A Schlenk tube was charged with 5-[5-({3-[(1 R,5S/1 S,5R)-1-(4-bromophenyl)-3- azabicyclo[3.1.0]hex-3-yl]propyl}thio)-4-methyl-4H-1 ,2,4-triazol-3-yl]-2-methylquinoline (cf. Example 2; 0.15 g), isothiazolidine 1 ,1 -dioxide (46 mg), tris(dibenzylideneacetone)- dipalladium(O) (6 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (10 mg), cesium carbonate (130 mg) and 1 ,4-dioxane (2 mL). The Schlenk tube was sealed with a teflon screwcap and the reaction mixture was stirred at 100 0C for 12 h. The reaction mixture was allowed to cool to room temperature, diluted with dichloromethane (10 mL), filtered EPO and concentrated in vacuo. The crude product was purified by flash chromatography (dichloromethane to 10% MeOH in dichloromethane) to give 50 mg of the free base of the title compound. To a solution of this material in dichloromethane (0.3 mL) was added HCI (0.087 mL, 1 M in Et2O), the solvent evaporated in vacuo and the material thus obtained triturated with Et2O to give 52 mg of the title compound as a white solid.NMR (1H, DMSO): delta 10.57 (bs,1 H), 8.27 (bd, 1 H), 8.19 (d, 1 H), 7.94 (t, 1 H), 7.82 (d, 1 H), 7.55 (d, 1 H)1 7.32 (d, 2H), 7.18 (d, 2H), 4.03 (dd, 1H), 3.72 (m, 3H), 3.60/3.20 (bm, 8H), 3.45 (s, 3H), 2.75 (s, 3H), 2.41 (m, 2H), 2.25 (m, 2H), 2.14 (m, 1 H), 1.66/1.10 (t/m, 2H). MS (ml z) 575 [MH]+.

5908-62-3 1,1-Dioxo-isothiazolidine 642157, athiazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/22980; (2007); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belongs to thiazolidine compound, name is 1,1-Dioxo-isothiazolidine, and cas is 5908-62-3, its synthesis route is as follows.,5908-62-3

To a stirred solution of 5-{9-fluoro-6-methanesulfonyl-5-[(S)-oxan-4- yl(phenyl)methyl]-5H-pyrido[3,2-b]indol-3-yl}-4-(2H3)methyl-l-methyl-lH-l,2,3- triazole (40.0 mg, 0.075 mmol) and isothiazolidine 1,1-dioxide (36.1 mg, 0.298 mmol) in NMP (0.40 mL) was added t-BuOK (29.2 mg, 0.261 mmol). This mixture was heated at 65 C for 2 h and cooled to room temperature. The mixture was purified via preparative LC/MS with the following conditions: Column: Waters XBridge Phenyl, 19 x 200 mm, 5- muiotaeta particles; Mobile Phase A: 5:95 ACN: water with 10 mM NH4OAC; Mobile Phase B: 95:5 ACN: water with 10 mM NH4OAC; Gradient: 15-70% B over 20 min, then a 5-min hold at 100% B; Flow: 20 mL/min. Fractions containing the desired product were combined and dried via centrifugal evaporation to give 9.6 mg. (20%). NMR (500MHz, DMSO-de) delta 8.72 (s, IH), 8.38 (d, J=8.4 Hz, IH), 7.89 (s, IH), 7.62 (br d, J=8.1 Hz, 3H), 7.37 – 7.30 (m, 2H), 7.26 (s, IH), 6.82 (br d, J=10.4 Hz, IH), 4.11 (br s, 2H), 3.86 (br d, J=8.4 Hz, IH), 3.77 (s, 3H), 3.75 (s, 3H), 3.65 (br d, J=8.8 Hz, IH), 3.57 (br t, J=7.4 Hz, IH), 3.53 – 3.45 (m, IH), 3.40 (br d, J=12.1 Hz, IH), 3.19 (br t, J=11.6 Hz, IH), 2.62 (quin, J=7.1 Hz, 2H), 2.52 – 2.52 (m, IH), 1.95 (br d, J=12.5 Hz, IH), 1.77 – 1.58 (m, 2H), 0.43 (br d, J=12.5 Hz, IH); LCMS: RT = 1.573 min; (ES): m/z (M+H)+ = 638.05; LCMS: Column: Waters Acquity UPLC BEH CI 8, 2.1 x 50 mm, 1.7-muiotaeta particles; Mobile Phase A: 5:95 ACN:water with 10 mM LtOAc; Mobile Phase B: 95:5 ACN:water with 10 mM NH40Ac;Temperature: 50 C; Gradient: 0-100% B over 3 min, then a 0.75 min hold at 100% B; Flow: 1.11 mL/min. HPLC Purity 220nm: 99 %.

5908-62-3 is used more and more widely, we look forward to future research findings about 1,1-Dioxo-isothiazolidine

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; DEGNAN, Andrew P.; DESKUS, Jeffrey A.; GAVAI, Ashvinikumar V.; GILL, Patrice; SCHMITZ, William D.; STARRETT, John E., Jr.; (193 pag.)WO2016/183115; (2016); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

As a common heterocyclic compound, it belongs to thiazolidine compound, name is 1,1-Dioxo-isothiazolidine, and cas is 5908-62-3, its synthesis route is as follows.,5908-62-3

Example 15 6-[(1,1-Dioxido-1,2-thiazolidin-2-yl)methyl]-1-(2-methoxyethyl)-5-methyl-3-(2-phenylethyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione To a solution of 49 mul (0.668 mmol) of propane sultam in 1.5 ml of DMF were added 27 mg (0.668 mmol) of sodium hydride (60% suspension in mineral oil) and then the mixture was stirred at RT for 25 min (“Solution 1”). To a solution of 50 mg (0.134 mmol) of the compound from Ex. 138A in 1.3 ml of dichloromethane in another reaction vessel were added, at 0 C., 47 mul (0.267 mmol) of N,N-diisopropylethylamine and 10 mul (0.140 mmol) of thionyl chloride. After 20 min, one third of Solution 1 was added at 0 C. The reaction mixture was stirred at 0 C., with addition of a further third of Solution 1 after 20 min and after 40 min of reaction time. After the last addition, the cooling bath was removed and the reaction mixture was stirred at RT for about 18 h. All the volatile constituents were then removed on a rotary evaporator. The remaining residue was separated into its components by means of preparative HPLC (Method 8). After concentration of the product fractions and drying under high vacuum, 41 mg (64% of theory) of the title compound were obtained. 1H-NMR (400 MHz, CDCl3, delta/ppm): 7.41-7.16 (m, 5H, partially obscured by the CHCl3 signal), 4.30 (s, 2H), 4.25-4.17 (m, 2H), 4.11 (t, 2H), 3.70 (t, 2H), 3.35 (s, 3H), 3.26-3.15 (m, 4H), 2.99-2.88 (m, 2H), 2.50 (s, 3H), 2.44-2.28 (m, 2H). LC/MS (Method 1, ESIpos): Rt=1.03 min, m/z=478 [M+H]+.

5908-62-3 is used more and more widely, we look forward to future research findings about 1,1-Dioxo-isothiazolidine

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

5908-62-3,1,1-Dioxo-isothiazolidine, cas is 5908-62-3, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.

7 mg (0.03 mmol) of palladium(II) acetate and 18 mg (0.03 mmol) of Xantphos were stirred in 3.6 ml of dioxane under an argon atmosphere at 20 C. for 10 minutes. Then 150 mg (0.3 mmol) of the compound from Example 72A, 74 mg (0.06 mmol) of 1,3-propane sultam and 148 mg (0.46 mmol) of caesium carbonate were added and the mixture was stirred at 110 C. for 6 h. After cooling down to 23 C., the mixture was purified via preparative HPLC (eluent: acetonitrile/water gradient with 0.1% formic acid). This gave 95 mg (51% of theory) of the title compound. LC-MS (Method 1): Rt=1.15 min; m/z=579.2 [M+H]+. 1H-NMR (400 MHz, DMSO-d6) delta [ppm]: 1.156 (4.54), 1.174 (8.71), 1.192 (4.39), 1.987 (16.00), 2.297 (4.76), 2.314 (6.89), 2.331 (5.14), 3.577 (4.62), 3.590 (8.77), 3.606 (8.06), 3.634 (2.43), 4.020 (4.03), 4.037 (3.96), 4.815 (3.11), 4.827 (3.16), 4.845 (3.08), 4.859 (2.88), 7.325 (3.46), 7.334 (7.37), 7.356 (6.87), 7.380 (2.99), 7.399 (5.75), 7.420 (4.45), 7.526 (13.43), 7.546 (9.83), 7.555 (3.20), 7.811 (2.87), 7.826 (2.86), 8.595 (6.46), 8.617 (6.25), 8.754 (11.28), 10.157 (2.54), 10.171 (4.84).

As the rapid development of chemical substances, we look forward to future research findings about 5908-62-3

Reference£º
Patent; Bayer Pharma Aktiengesellschaft; TELLER, Henrik; STRAUB, Alexander; BRECHMANN, Markus; MUeLLER, Thomas; MEININGHAUS, Mark; NOWAK-REPPEL, Katrin; TINEL, Hanna; MUeNTER, Klaus; FLIEGNER, Daniela; MONDRITZKI, Thomas; BOULTADAKIS ARAPINIS, Melissa; MARQUARDT, Tobias; VAKALOPOULOS, Alexandros; REBSTOCK, Anne-Sophie; WITTWER, Matthias Beat; (342 pag.)US2018/297994; (2018); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

1,1-Dioxo-isothiazolidine, cas is 5908-62-3, it is a common heterocyclic compound, the thiazolidine compound, its synthesis route is as follows.,5908-62-3

A microwave vial was charged with (5-{7-chloro-6-fluoro-5-[(S)-oxan-4- yl(phenyl)methyl]-5H-pyrido[3,2-b]indol-3-yl}-4-(2H3)methyl-l-methyl-lH-l,2,3- triazole (30 mg, 0.061 mmol), isothiazolidine 1,1-dioxide (11.1 mg, 0.091 mmol), tripotassium phosphate (18.1 mg, 0.085 mmol), Pd2(dba)3 (2.8 mg, 3.0 muiotatauiotaomicron), 2-di-tert- butylphosphino-3,4,5,6-tetramethyl-2′,4′,6′-triisopropyl-l, -biphenyl (2.9 mg, 6.1 mumol), and dry tert-butanol (0.5 mL). The reaction was heated at 84C overnight. It was diluted with water and extracted with ethyl acetate. The organic layer was concentrated and purified by preparative HPLC (Column: XBridge CI 8, 19 x 200 mm, 5-muiotatauiota particles; Mobile Phase A: 5:95 acetonitrile: water with 10-mM ammonium acetate; Mobile Phase B: 95:5 acetonitrile: water with 10-mM ammonium acetate; Gradient: 15-55% B over 15 min, then a 5-min hold at 100% B; Flow: 20 mL/min) to give 2.1 mg (6%). NMR (500 MHz, DMSO) delta 8.61 (s, 1H), 8.11 (m, 1H), 7.96 (s, 1H), 7.64 (m, 2H), 7.45 (m, 1H), 7.35 (m, 2H), 7.28 (m, 1H), 5.91 (m, 1H), 3.9 (m, 5H), 3.77 (m, 1H), 3.52 (m, 3H), 3.29 (m, 1H), 2.55 9m, 2H), 1.78 (m, 1H), 1.35 (m, 2H), 1.1 (m, 1H); LCMS (M+H) = 578.35

With the rapid development of chemical substances, we look forward to future research findings about 1,1-Dioxo-isothiazolidine

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; DEGNAN, Andrew P.; DESKUS, Jeffrey A.; GAVAI, Ashvinikumar V.; GILL, Patrice; SCHMITZ, William D.; STARRETT, John E., Jr.; (193 pag.)WO2016/183115; (2016); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.,5908-62-3

Intermediate 6 (0.090 g, 0.093 mmol) was combined with isothiazolidine 1,1-dioxide (0.112 g, 0.926 mmol) in anhydrous dichloromethane (0.93 mE). paraToluenesulfonic acid monohydrate (1.761 mg, 9.26 tmol) was added in one portion. The reaction was stirred at room temperature for 100 minutes.10510] The entire reaction mixture was purified by silica gel flash column chromatography (0-40% acetone-heptane, gradient elution, 24 g silica column, TEC in 40% acetoneheptane, visualize under UV) to give a mixture of Example 18 and residual unreacted isothiazolidine 1,1-dioxide.10511] The mixed material was again purified by silica gel flash column chromatography (0-50% acetonitrile-dichloromethane, gradient elution, 24 g column, TEC in 30% acetonitrile-dichloromethane, visualize under UV) to give Example 18 (0.02 1 g, 0.019 mmol, 20.4% yield) as a white solid.Example 1810512] ESIMS [M+NH4] 1078.9, [M-H] 1059.9.10513] HRMS: calculated for C57H92N2014SNa sodiumadduct-1083.6167. Found 1083.6151.10514] ?H NMR (600 MHz, Chloroform-d) oe 6.45 (dd,J=14.5, 11.0 Hz, 1H), 6.21 (dd, J=14.6, 10.7 Hz, 1H), 6.14(dd, J=14.8, 10.8 Hz, 1H), 5.98 (d, J=10.9 Hz, 1H), 5.35 (dd,J=14.8, 9.8 Hz, 1H), 5.20 (d, J=5.8 Hz, 1H), 5.09 (d, J=9.8Hz, 1H), 4.72 (d, J=12.1 Hz, 1H), 4.61 (m, 1H), 4.46 (s, 1H),4.10 (d, J=6.9 Hz, 1H), 3.96 (t, J=11.4 Hz, 1H), **373 (t,J=5.5 Hz, 2H), 3.68 (d, J=6.9 Hz, 1H), 3.59 (m, 4H), 3.53(m, 2H), 3.46 (s, 3H), 3.28 (s, 3H), 3.21 (m, 1H), 3.13 (m,1H), 3.07 (m, 2H), 3.05-2.99 (m, 1H), 2.97 (q, J=8.0 Hz,1H), 2.78 (dq, J=14.4, 7.1 Hz, 1H), 2.44-2.33 (m, 1H), 2.31(m, 2H), 2.27-2.19 (m, 1H), 2.19-2.12 (m, 2H), 2.07-1.94 (m, 2H), 1.88 (s, 3H), 1.83 (d, J=12.9 Hz, 1H), 1.74 (m, 3H),1.66 (m, 7H), 1.56-1.44 (m, 1H), 1.43 (m, 2H), 1.41-1.15(m, 12H), 1.04 (m, 7H), 0.91 (m, 8H), 0.84 (d, J=6.7 Hz,3H), 0.70 (q, J=12.0 Hz, 1H).

The synthetic route of 5908-62-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NOVARTIS AG; BONAZZI, Simone; CONNOLLY, Michael; GLASS, David Jonathan; MIHALIC, Manuel; PATTERSON, Andrew William; ROGGO, Silvio; SHAVLAKADZE, Tea; (68 pag.)US2019/92788; (2019); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5908-62-3,1,1-Dioxo-isothiazolidine,as a common compound, the synthetic route is as follows.,5908-62-3

PREPARATION 1 STR61 A mixture of 4-isopropenyl pyridine (1.79 g) and isothiazolidine-1,1-dioxide (1.81 g) was heated at 130 C. during the addition of “Triton B” (Trade Mark, trimethylbenzylammonium hydroxide) (0.25 g added every hour for four hours; 40% solution in water). After stirring for 16 hours at 130 the mixture was cooled and taken in chloroform (50 cm3) and water (50 cm3). The aqueous phase was extracted with chloroform (3*20 cm3) and the dried (MgSO4) extracts were evaporated to given an oil. Chromatography on silica (“Merck 60. 9385”) eluding with ethyl acetate gave 2-[2-(4-pyridyl)prop-1-yl]isothiazolidine-1,1-dioxide which crystallized from ethyl acetate-hexane as needles, m.p. 90-92 (1.01 g). Analysis %: Found: C,55.0; H,6.8; N,12.0. Calculated for C11 H16 N2 O2 S: C,55.0; H,6.7; N,11.7.

5908-62-3 1,1-Dioxo-isothiazolidine 642157, athiazolidine compound, is more and more widely used in various fields.

Reference£º
Patent; Pfizer Inc.; US4489075; (1984); A;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com

5908-62-3, 1,1-Dioxo-isothiazolidine is a thiazolidine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5908-62-3

1,2-thiazolidine 1,1-dioxide (0.031 g, 0.259 mmol) in dimethylformamide (1 mL) was treated with 60% sodium hydride (0.012 g, 0.518 mmol, 0.021 g of a 60% in oil dispersion). The reaction mixture was stirred for 5 min. To this solution was added Example 41b (0.05 g, 0.086 mmol). The reaction mixture was stirred at room temperature for 2 hours. 2 N NaOH (1 mL) was added and the reaction mixture was heated at 65 C. for 2 hours. After cooling to room temperature, the reaction mixture was partitioned between water and ethyl acetate. The aqueous layer was extracted with additional ethyl acetate twice. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified by preparative HPLC (C18, 10-80% acetonitrile in 0.1% TFA water) to afford 0.025 g (64%) of the title compound. 1H NMR (500 MHz, DMSO-d6) delta 2.21-2.25 (m, 2H), 3.15 (t, J=6.97 Hz, 2H), 3.23-3.27 (m, 2H), 3.50 (s, 3H), 4.13 (s, 2H), 6.25-6.26 (m, 1H), 6.88 (d, J=7.63 Hz, 2H), 7.00 (d, J=8.54 Hz, 1H), 7.03-7.05 (m, 1H), 7.25-7.30 (m, 4H), 7.34 (dd, J=8.39, 2.29, 1H), 7.48 (d, J=2.44 Hz, 1H), 12.00 (s, 1H). MS (ESI+) m/z 450.2 (M+H)+.

As the paragraph descriping shows that 5908-62-3 is playing an increasingly important role.

Reference£º
Patent; WANG, Le; PRATT, John K; McDANIEL, Keith F.; DAI, Yujia; FIDANZE, Steven D; HASVOLD, Lisa; Holms, John H.; KATI, Warren M.; LIU, Dachun; Mantei, Robert A; McCLELLAN, William J.; SHEPPARD, George S.; Wada, Carol K.; US2014/162971; (2014); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com