Category: isothiazole

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

A mixture of the product from step C of Example 24 (2.2896 g, 8.488mmol), 3-piperazin-1-yl-benzo[d]isothiazole hydrochloride (2.4295 g, 8.489 mmol), potassium carbonate (2.3472 g, 16.983 mmol) and potassium iodine (0.1406 g, 0.847 mmol) were reacted in acetonitrile (14.0 mL) in a CEM MARS5 microwave reactor for 20 min at 175 C. The reaction was cooled to room temperature, diluted with H2O and the resulting solid was filtered and washed with H2O and hexanes. The solid was >98% pure by LC-MS. The while solid was dried in a vacuum over at 50 C to give 3.2518 g (7.185 mmol, 85%) of the titled compound as a white solid. >98 % pure by LC-MS. MS( APCI): (M+1)+ = 453.2.

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Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/26864; (2004); A1;,
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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

n-Butyllithium (2.5 M solution in hexanes, 10.5 mL, 26.2 mmol) was added to a-78 00 solution of diisopropylamine (3.68 mL, 26.3 mmol) in tetrahydrofuran (80 mL).After 30 minutes, a solution of 4-bromo-1 ,2-thiazole (3.70 g, 22.5 mmol) intetrahydrofuran (20 mL) was added drop-wise, and stirring was continued at -78 00 for 30 minutes, whereupon methyl carbonocyanidate (99%, 2.15 mL, 26.8 mmol) was added. After an additional 30 minutes at -78 00 the reaction mixture was quenched via addition of saturated aqueous ammonium chloride solution, and the resulting mixturewas warmed to room temperature. After dilution with water, it was extracted with ethyl acetate; the combined organic layers were washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated in vacuo. Purification via silica gel chromatography (Eluent: 5% ethyl acetate in heptane) provided the product as a white solid. Yield: 4.0 g, 18 mmol, 80%. 1H NMR (400 MHz, ODd3) oe8.43 (5, 1H), 3.97 (5, 3H).

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Reference£º
Patent; PFIZER INC.; GRAY, David Lawrence Firman; ZHANG, Lei; DAVOREN, Jennifer Elizabeth; DOUNAY, Amy Beth; EFREMOV, Ivan Viktorovich; MENTE, Scot Richard; SUBRAMANYAM, Chakrapani; WO2015/162515; (2015); A1;,
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Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide, cas is 27148-03-4, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,27148-03-4

a solution of thiosaccharinate (0.26 g, 1.33 mmol) in hot water (30 cm3) was added to a solution of cis-[PtCl2(NH3)2] (0.20 g, 0.667 mmol) in hot water (15 cm3). The mixture was reuxed for 2 h. The light-brown solid formed was ltered off washed several times with distilled water and dried in vacuo. Yield: 89% (0.39 g). Anal. Calcd. for C14H14N4O4PtS4: C, 26.88; H, 2.26; N,8.96. Found: C, 26.33; H, 2.09; N, 8.86%. IR (KBr) (nu, cm-1): 3471 m, 3413 m, 3286 m, 1627s,1440w, 1373s, 1315s, 1236 m, 1155 m, 1126s, 1008w, 817 s, 515 m. 1H NMR (d6-DMSO): 7.96-7.90 (m, 4H), 7.82-7.75 (m, 4H), 4.54 (s, 6 H). 13C{1H} NMR (d6-DMSO): 182.8, 137.6,133.7, 133.4, 133.1, 124.3, 120.7 ppm.

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Reference£º
Article; Al-Jibori, Subhi A.; Al-Jibori, Ghassan H.; Al-Hayaly, Lamaan J.; Wagner, Christoph; Schmidt, Harry; Timur, Suna; Barlas, F. Baris; Subasi, Elif; Ghosh, Shishir; Hogarth, Graeme; Journal of Inorganic Biochemistry; vol. 141; 1; (2014); p. 55 – 57;,
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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 61 3-(4-(1-[1,2-Benzisothiazol-3-yl]-4-piperazinyl)butyl)-5-methyl-4-thiazolidinone A mixture of 3-(4-bromobutyl)-5-methyl-4-thiazolidinone (4.00 g), 1-(1,2-benzisothiazol-3-yl)piperazine hydrochloride (4.46 g), K2 CO3 (8.00 g) and NaI (300 mg) in acetonitrile (210 ml) was heated at 40-45 C. for 64 hours and the product was processed in substantially the same manner as in Example 10 to afford 3.64 g of crystals, m.p. 113-115 C. ANALYSIS: Calculated for C19 H26 N4 OS2: 58.43%C; 6.71%H; 14.34%N. Found: 58.32%C; 6.69%H; 14.29%N.

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Patent; Hoechst-Roussel Pharmaceuticals Incorporated; US5229388; (1993); A;,
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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

Step 1: Synthesis of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isothiazole To a stirred solution of 4-bromoisothiazole (0.2 g, 1.21 mmol) and Bis(pinacolato)diboron (0.464 g, 1.81 mmol) in Dioxane (10 mL) was added AcOK (0.358 g, 3.61 mmol) along with TPP (0.032 g, 0.12 mmol) and reaction mass was purged with nitrogen for 30 min. Then, Pd2(dba)3 (0.056 g, 0.061 mmol) was added to it and stirred at 100 C. for 16 h. Reaction was monitored by TLC. On completion reaction mass was concentrated under reduced pressure and extracted with ethyl acetate. The organic layer was washed with water, brine, dried over sodium sulphate, concentrated under reduced pressure obtained crude which was purified column chromatography; eluent 3% EtOAc/Hexane to afford 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isothiazole (0.07 g, 27%) as yellow solid. MS: 212.1[M++1]

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Patent; Mankind Pharma Ltd.; Patil, Rakesh Ishwar; Verma, Jeevan; Shah, Dharmesh; Ali, Sazid; Bapuram, Srinivasa Reddy; Rai, Santosh Kumar; Kumar, Anil; (146 pag.)US2017/291910; (2017); A1;,
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The isothiazole compound, cas is 936-16-3 name is 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, mainly used in chemical industry, its synthesis route is as follows.,936-16-3

General procedure: Potassium carbonate was dissolved in DMF, and 1,2-bezeneisothiazolin-1,1-dioxide (8) (1 equiv.) in dichloromethanewas added to the reaction solution, and stirred for overnight. Then,the reaction mixture was filtered through Celite, and washed with1 N HCl and saturated sodium hydrogen carbonate solution. Residualsolution was dried over magnesium sulfate, and concentratedin vacuo, and purified by column chromatography to afford the titlecompound.

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Article in Press; Hong, Jin Ri; Choi, Young Jin; Keum, Gyochang; Nam, Ghilsoo; Bioorganic and Medicinal Chemistry; (2017);,
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The isothiazole compound, cas is 936-16-3 name is 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, mainly used in chemical industry, its synthesis route is as follows.,936-16-3

Intermediate 30Ethyl 1 -[4-(1 ,1 -dioxido-1 ,2-benzisothiazol-2(3H)-yl)phenyl]-3-[[(frapis-4- methylcyclohexyl)carbonyl](1-methylethyl)amino]-1H-pyrazole-4-carboxylateA solution of Intermediate 5 (108 mg), 2,3-dihydro-1 ,2-benzisothiazole 1 ,1 -dioxide (35 mg), copper (I) iodide (4 mg), potassium carbonate (58 mg) and (IR^RJ-lambda/./V-dimethyl-i ^- cyclohexanediamine (12 mg) in DMF (4 mL) was heated in a microwave at 100¡ã C, 300 W for 1 h and then evaporated to dryness. The residue was dissolved in ethyl acetate and washed sequentially with aqueous sodium bicarbonate solution, water and 2M HCI, dried using a EPO hydrophobic frit and evaporated to dryness. The crude product was then purified by MDAP HPLC to give the title compound. MS calcd for (C30H36N4O5 + H)+: 565 MS found (electrospray): (M+H)+ = 565

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Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/39146; (2007); A1;,
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The isothiazole compound, cas is 288-16-4 name is Isothiazole, mainly used in chemical industry, its synthesis route is as follows.,288-16-4

a) 5-Isothiazolecarboxylic acid was prepared from isothiazole, n-BuLi and dry ice according to the method of step a of Example 258.

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Patent; Monsanto Company; US5498630; (1996); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18480-53-0,3,4-Dichloroisothiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

(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 N,N-dimethylformamide (DMF). The mixture was stirred at 50¡ãC for 30 minutes. The reaction mixture was concentrated under vacuum to obtain 3,4-dichloroisothiazole-5-carbonyl chloride.

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

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Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY CO., LTD.; EP2039690; (2009); A1;,
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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, (iii) Preparation of 5-[2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one : Charge 1.0 litre demin water, 100 gm of step (ii) product, 122.4 gm 3-(1-piperazinyl)-1,2-benzisothiazole HCl] and 138.2 gm of sodium carbonate into a 3 litre three neck flask at 25 to 30C. Stir for 15 mins and heat to reflux temperature 95 to 100C. Maintain at reflux temperature for 15 hrs. Cool the reaction mixture to 45-50C. Add 1.0 lt of demin water into the reaction mixture and stir for 30 mins. Filter at 45 to 50C and wash with demin water. Suck dry for 30 mins to yield crude product. Charge 2 lt of demin water and above crude product and heat the mixture gradually to 45 to 50C and stir for 30 mins. Filter the product at 45 to 50C and wash with demin water. Suck dry the product for 30 mins. Charge 2.0 lt of demin 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 demin water till about neutral pH (6.5 to 7.0). Suck dry the product for 30 mins to get wet crude base [5-[2- [4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one. Add 300 gms of wet crude base and 1.0 lt 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 mins. Charge 300 gm of wet crude base and 6 lt 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 55C. Filter the charcoal and wash with hot THF. Distill out THF at 50 to 55C under vacuum till residual volume is 1 lt 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 mins. Dry the product at 60 to 65C.

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

Reference£º
Patent; SUN PHARMACEUTICAL INDUSTRIES LIMITED; WO2003/99198; (2003); A2;,
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