Heterocyclic Building Blocks-Isothiazole

87691-88-1,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87691-88-1,3-Piperazinobenzisothiazole hydrochloride,as a common compound, the synthetic route is as follows.

A round bottomed flask was charged with 5 g (22.8 mmol) of 3- (1- piperazinyl)-1, 2-benzisothiazole and 20 mL dimethylformamide dimethylacetal. The solution was heated to 90 C for 20 h and then concentrated in vacuo. The resulting yellow solid was treated with 3.76 g (2, 6-dimethyl-3-nitropyridine in 22 mL DMF and heated to 100 C for 48 h. The reaction was then cooled and concentrated in vacuo. This crude reaction product was dissolved in 90 mL dichloroethane and 1.9 mL (33 MMOL) HOAc, cooled to 0 C, and treated with 9.4 g (44 MMOL) NaBH (OAC) 3. The reaction was allowed to warm to rt overnight and then stirred for 90 h. The reaction was quenched with 200 mL K2CO3 and 100 mL CH2C12. The organic extracts were dried over MGS04, filtered, and concentrated in vacuo to give 15.5 g of a red liquid. This red liquid was crudely purified by filtration chromatography to give 5.3 g of a crude mixture of the desired nitro compounds as an approximate 1: 1 mixture. This crude mixture was hydrogenated (50 psi) for-65 h in 100 mL THF : TRIETHYLAMINE (19: 1) using RaNi catalyst. The reaction was filtered and concentrated to give 5 g of crude material which was purified BY SI02 chromatography using a gradient of EtOAc to 10% MeOH/EtOAc. This purification gave 0.30 G of isomer A and 0.46 g of isomer B, both as orange oils. Additionally, 1.1 g of a fraction containing both isomers was isolated. Isomer A : MS (APCI) : 354 [M+H] +. Isomer B: MS (APCI) : 354 [M+H]+.

The synthetic route of 87691-88-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/41793; (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.87691-88-1,3-Piperazinobenzisothiazole hydrochloride,as a common compound, the synthetic route is as follows.

87691-88-1, EXAMPLE 75; 5-[2-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ACETYL]- 1, 1, 3, 3-TETRAMETHYL-INDAN-2-ONE A mixture of 5- (2-Chloro-acetyl)-1, 1,3, 3-tetramethyl-indan-2-one (7.85 g, 29.6 mmol), 3-piperazin-1-yl-benzo[d]isothiazole hydrochloride (7.95 g, 31.1 mmol), potassium carbonate (13.5 g, 97.7 mmol), sodium iodide (4.50 g, 30.0 mmol) in acetonitrile (550 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, and purified by chromatography (silica gel, 7: 3 to 6: 4 hexanes/ethyl acetate) to give 5-[2-(4-Benzo [agisothiazol-3-yl- piperazin-1-yl)-acetyl]-1, 1,3, 3-tetramethyl-indan-2-one (11.2 g, 85%) as an off-white solid :’H NMR (300 MHz, CDC13) 8 8.02 (dd, J= 8.0, 1.6 Hz, 1 H), 7.96 (s, 1 H), 7.91 (d, J = 8.0 Hz, 1 H), 7.83 (d, J = 8.0 Hz, 1 H), 7.47 (t, J = 7.0 Hz, 1 H), 7.38-7. 34 (m, 2H), 3.94 (br s, 2H), 3.67-3. 65 (m, 4H), 2.90- 2.88 (m, 4H), 1.38 (s, 6H), 1.37 (s, 6H).

As the paragraph descriping shows that 87691-88-1 is playing an increasingly important role.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC?; WO2005/56540; (2005); 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.27148-03-4,Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide,as a common compound, the synthetic route is as follows.

TsacH (63mg, 0.32mmol) was added to a cyclohexane solution (20mL) of [Ru3(CO)12] (100mg, 0.16mmol) and the reaction mixture was heated to reflux for 30min. The reaction mixture was then allowed to cool at room temperature. The solvent was removed under reduced pressure and the residue separated by TLC on silica gel. Elution with n-hexane/CH2Cl2 (v/v, 1:1) developed a yellow-orange band corresponding to [HRu5(CO)15(mu-N,S-tsac)(mu5-S)] (5). The product was recrystallized from n-hexane/CH2Cl2 at 4C to afford 5 as red crystals (18mg, 17%). Data for 5: Anal. Calc. for C22H5NO17Ru5S3: C, 22.84; H, 0.44; N, 1.21. Found: C, 23.14; H, 0.48; N, 1.23%. IR (nuCO, CH2Cl2): 2106w, 2083s, 2071vs, 2034s, 2014s, 1967w cm-1. 1H NMR (CDCl3): delta 7.88 (d, J 7.6Hz, 1H), 7.81 (t, J 7.6Hz, 1H), 7.72 (d, J 7.6Hz, 1H), 7.66 (t, 7.6Hz, 1H),-17.87 (s, 1H)., 27148-03-4

As the paragraph descriping shows that 27148-03-4 is playing an increasingly important role.

Reference£º
Article; Mia, Md. Jadu; Reza, Md. Selim; Bhoumik, Nikhil C.; Ghosh, Shishir; Nesterov, Vladimir N.; Richmond, Michael G.; Kabir, Shariff E.; Journal of Organometallic Chemistry; vol. 906; (2020);,
Isothiazole – Wikipedia
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111248-89-6, 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

f. 5-bromo-1,3-dihydrobenzo[c]isothiazole 2,2-dioxide 1,3-Dihydro-benzo[c]isothiazole 2,2-dioxide (0.50 g, 3.14 mmol, 1.00 eq.) was solubilized in acetic acid (5 mL) at rt under nitrogen atmosphere. Bromine (0.45 g, 3.14 mmol, 1.00 eq.) in acetic acid (5 mL) was added dropwise over 5 minutes and the reaction mixture was stirred for 0.5 h. Potassium acetate (0.28 g, 3.14 mmol, 1.00 eq.) was added and the reaction mixture was concentrated to dryness. The residue was taken in 2% NaHCO3 solution and stirred for 10 minutes. This solution was acidified to pH 2 using conc. HCl (2.5 mL) and extracted with MTBE (50 mL). The MTBE layer was washed with water (50 mL), brine solution (25 mL), dried over Na2SO4 and concentrated to get the crude product as brown solid. The crude product was triturated with petroleum ether (10 mL), filtered to a light brown solid (HPLC purity app. 86%) which was further purified by column chromatography using 60-120 mesh silica gel, 15% ethyl acetate in petroleum ether as eluent to get a yellow solid (HPLC purity app. 90%). The resulting product was then triturated with ethanol (5 mL), filtered and dried to get the title compounds as light yellow solid (0.35 g, 47.7%, 94% purity)., 111248-89-6

111248-89-6 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide 15536009, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

27148-03-4, Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The complex was synthesized by addition of 4,4′-trimethylenedipyridine (6.2 mg, 0.031 mmol) and thiosaccharine (12.7 mg, 0.0638 mmol), respectively, to a solution of Zn(NO3)26H2O (10.2mg, 0.0342 mmol) in ethanol:water (4 ml), and kept under mechanical stirring at room temperature. The resulting yellow solid was filtered off and washed with cold water. By slow evaporation of the mother solution single crystals appeared. They were washed with water and analysed using X-ray diffraction. Yield: 82%. Molar conductivity (mS M1) = 28.3. Analytical percent composition calculated for C27H22N4O4S4Zn: C = 49.127%; H = 3.359%;N = 8.487%. Found: C = 48.811%; H = 2.981%; N = 8.378%. Soluble in DMSO and DMF. Slightly soluble in water, ethanol, methanol, chloroform. Insoluble in acetone and methane dichloride. UV-Visible [DMSO, kmax nm]: 347.1H NMR (300 MHz, DMSO) d 8.46 (dd, 4H), 7.92 (m, 2H), 7.58-7.72 (m, 6H), 7.28 (dd, 4H), 2.64 (t, 4H), 1.93 (m, 2H). 13C NMR (75 MHz, DMSO) d 191.71 (C1), 151.07 (C10), 149.31 (C8), 137.98(C7), 136.56 (C2), 132.05 (C4), 130.82 (C5), 125.07 (C3), 124.04(C9), 119.01 (C6), 33.80 (C11), 30.12 (C12)., 27148-03-4

The synthetic route of 27148-03-4 has been constantly updated, and we look forward to future research findings.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.87691-88-1,3-Piperazinobenzisothiazole hydrochloride,as a common compound, the synthetic route is as follows.

87691-88-1, General procedure: The arylhaloketone (I) (0.1 mol) and the hydrochloride salt of piperazine (pyridinium) compound (II) (0.1 mol) were dissolved in acetonitrile (100 mL) and diisopropylethylamine (0.2 mol) was added.After 12 h at room temperature, TLC (methylene chloride_methanol=20:1) showed that the reaction of starting material (I) was complete.The solvent was concentrated to dryness, and dichloromethane (100 mL) and saturated brine (40 mL) were added and the mixture was stirred for 20 min.The organic layer was dried over anhydrous MgSO4, filtered, concentrated and purified by silica gel column chromatography (eluent:Dichloromethane/methanol = 30:1) gave intermediate (III) in a yield of 60-85% (based on arylhaloketone I).

As the paragraph descriping shows that 87691-88-1 is playing an increasingly important role.

Reference£º
Patent; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Li Jianqi; Gu Zhengsong; Xie Peng; Zhou Ainan; Xiao Ying; (31 pag.)CN107586281; (2018); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

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), 94594-90-8

94594-90-8 (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide 6916014, aisothiazole compound, is more and more widely used in various fields.

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

87691-88-1,87691-88-1, 3-Piperazinobenzisothiazole hydrochloride is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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]+.

The synthetic route of 87691-88-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC?; WO2005/56540; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

10271-85-9, Isothiazole-5-carboxylic acid is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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)+.

10271-85-9, The synthetic route of 10271-85-9 has been constantly updated, and we look forward to future research findings.

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

87691-88-1, 3-Piperazinobenzisothiazole hydrochloride is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

87691-88-1, A mixture of 10 mmol of compound (IVa) as hydrochloride and 10 mmol of compound (IVb), 30 mmol of potassium carbonate, small crystal of potassium iodide and 20 ml of Nu,Nu-dimethylformamide was stirred at room temperature until disappearance of starting materials (TLC monitoring). Usually, the reaction was carried out for 2 days. The reaction mixture was subsequently poured into 50 ml of water, and precipitate thus formed was isolated by filtration. For purification, crude product was suspended in 20 ml of methanol, then the solid was filtered off and dried to constant weight. Alternatively (for 111-8), the reaction was carried out in acetonitrile, after completion of the reaction the solvent was evaporated and product was purified by column chromatography on silica gel using chloroform/methanol 95:5 as eluent.Structures of products were confirmed by mass spectrometry.According to the above procedure the following compounds were prepared:2-(4-(4-(1 ,2-benzothiazol-3-yl)piperazin-1 -yl)butyl)-1 H-isoindole-1 ,3(2H)-dione (111- 1 ), reaction in Nu,Nu-dimethylformamide, MS: 421 [M+H+], yield: 87%;

87691-88-1 3-Piperazinobenzisothiazole hydrochloride 11521711, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ADAMED SP. Z O.O.; KO?ACZKOWSKI, Marcin; KOWALSKI, Piotr; JA?KOWSKA, Jolanta; MARCINKOWSKA, Monika; MITKA, Katarzyna; BUCKI, Adam; WESO?OWSKA, Anna; PAW?OWSKI, Maciej; WO2012/35123; (2012); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com