Category: 87691-88-1

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.

PREPARATION 18; 6-[2-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethyl]-4,4,8-trimethyl-3,4-dihydro- 1 H-quinolin-2-one; A heterogeneous mix of 6- (2-chloro-ethyl)-4, 4, 8-trimethyl-3, 4-dihydro-1 H- quinolin-2-one (2.200 g, 8.739 mmole, 1.0 eq), sodium carbonate (1.158 g, 10.924 mmole, 1.25 eq), and added 3-piperazin-1-yl-benzo [d] isothiazole hydrochloride (3.353 g, 13.110 mmole, 1.5 eq) in water (20 mL) was heated to 175C under microwave assistance for 10 min. The reaction was diluted with H20 (100mL), CH2CI2 2 (100mL) and the layers separated. The aqueous layer was extracted with CH2CI2 (2x 50mL) and the organic dried (MgS04), concentrated, and the residue purified by MPLC (25% EtOAc/CH2CI2—–50% EtOAc gradient over 20min and hold for 20min—-100% EtOAc gradient over 20min). Titled product was obtained as a white crystalline solid in 63% yield. 100% purity at 254 nm; LCMS (APCI) 435.2 [M+H] + ;’H NMR (400 MHz, CDCI3) No. 7. 90 (d, 1 H, J = 7.94Hz), 7.80 (d, 1 H, J= 7.94Hz), 7.46 (t, 1 H, J = 7. 94Hz), 7.34 (t, 1 H, J = 7. 94Hz), 7.02 (s, 1 H), 6.91 (s, 1 H), 4.78 (s, 1 H), 3.69-3. 55 (m, 4H), 2.86-2. 59 (m, 8H), 2.45 (s, 2H), 2.21 (s, 3H), 1.30 (s, 6H).

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; WO2005/66165; (2005); 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

EXAMPLES 115-116 A-C N-{5-[2-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYL]-1, 1- DIMETHYL-INDAN-2-YLl-ACETAMIDE AND N-{6-[2-(4- BENZOrDllSOTHIAZOL-3-YL-PI PERAZIN-1-YL)-ETHYL1-1, 1- DIMETHYL-INDAN-2-YLl-ACETAMIDE (RACEMATES AND (+) AND (-) ENANTIOMERS) A suspension of piperazinylbenzisothiazole hydrochloride (16.50 g, 75.3 mmol), amidoindane as a mixture of regioisomers (10.00 g, 37.63 mmol) and Na2CO3 (5.98 g, 56.4 mmol) in water (180 ml) split evenly into 6 microwave reactor vessels, were heated to 175C for 30 min under microwave assistance. Upon cooling, MS indicated only desired product with no starting chloroethyl amidoindane. The reactions were diluted with ethyl acetate and water then combined. The layers were separated and the organics washed with water (100 ml), dried (MgS04) and concentrated to a viscous residue. The regioisomers were separated by chomatography (30% ethyl acetate/Hex) and identified by NMR 2D-NOE, then each stereoisomer was separated using chiral HPLC from a portion of each racemate and finally isolated as its HCI salt. Total reaction conversion was 95% based on recovered desired products. ; EXAMPLE 115 A; 11f5-f2- (4-BENZOf D11SOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYL1-1, 1- DIMETHYL-INDAN-2-YLl-ACETAMIDE 1H NMR (400 MHz, DMSO-D6) 8 ppm 0.94 (s, 3 H) 1.16 (s, 3 H) 1.84 (s, 3 H) 2.56 (m, 2 H) 2.68 (q, J=13. 35 Hz, 7 H) 2.95 (dd, J=15. 63,7. 62 Hz, 1 H) 3.43 (s, 4 H) 4.24 (q, J=8.60 Hz, 1 H) 7.02 (s, 3 H) 7.40 (t, J=7. 62 Hz, 1 H) 7.52 (t, J=7.52 Hz, 1 H) 7.95 (d, J=8.99 Hz, 1 H) 8.01 (dd, J=8. 21,3. 52 Hz, 2 H) chiral HPLC: two enantiomers, retention time (r. t. ) 9.78 and 19.73min., ChiralCel OJ (250×4.6mm), 80: 20 Hexane/EtOH; LCMS: Phenomenex Develosil Combi RP3 50×4.6mm column, 45C, 90-2% H20/MeCN w/0. 1 % HC02H over 3.5min, hold 0.5min, total run time 4. 0min. Results: 100% purity 254nM, M+= 449, r. t. = 2. 68min; EXAMPLE 116A; ll-f6-r2- (4-BENZOf D11SOTHIAZOL-3-YL-PI PERAZIN-1-YL)-ETHYL1-1, 1- DIMETHYL-INDAN-2-YLT-ACETAMIDE 1H NMR (400 MHz, DMSO-D6) 8 ppm 0.95 (s, 3 H) 1.17 (s, 3 H) 1.84 (s, 3 H) 2.56 (m, 2 H) 2.69 (m, 7 H) 2.94 (dd, J=15. 43,8. 01 Hz, 1 H) 3.42 (s, 4 H) 4.25 (q, J=8.66 Hz, 1 H) 6.98 (d, J=7.46Hz, 1 H) 7.00 (s, 1 H, NOE with 1. 17ppm, s, 3H) 7.05 (d, J=7.43Hz, 1 H, NOE with 2.69ppm, m, 7H) 7.40 (t, J=7. 72 Hz, 1 H) 7.52 (m, 1 H) 7.93 (d, J=9. 18 Hz, 1 H) 8.01 (d, J=8.21 Hz, 2 H) chiral HPLC: two enantiomers r. t. 7.28 and 15. 51 min., Chiralcel OJ (250×4.6mm), 80: 20 Hex/EtOH ; LCMS: Phenomenex Develosil Combi RP3 50×4.6mm column, 45C, 90-2% H20/MeCN w/0. 1 % HC02H over 3.5min, hold 0.5min, total run time 4. 0min. Results: 100% purity 254nM, M+= 449, r. t. = 2.64min.

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

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 6 3-[3-{2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl}-5-(2-{[(4-chlorophenyl)sulphonyl]amino}ethyl)-1H-indol-1-yl]propanoic Acid The expected product is obtained according to the procedure described in Example 1, with the replacement of 4-(4-fluorobenzoyl)piperidinium tosylate with 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride in Step b.

As the rapid development of chemical substances, we look forward to future research findings about 87691-88-1

Reference£º
Patent; Lavielle, Gilbert; Cimetiere, Bernard; Verbeuren, Tony; Simonet, Serge; Vayssettes-Courchay, Christine; US2003/109533; (2003); 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

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

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

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 96; 1-f7-r2- (4-Benzordlisothiazol-3-vl-piperazin-1-yl)-ethvll-3, 4-dihvdro-1 H- isoauinolin-2-vl-2. 2, 2-trifluoro-ethanone methane sulfonate; A mixture of 3-piperazin-1-yl-benzo [d] isothiazole hydrochloride (0.4056 g, 1.417 mmol), 1- [7- (2-chloro-ethyl)-3, 4-dihydro-1 H-isoquinolin-2-yl]-2, 2, 2-trifluoro- ethanone (0.3755 g, 1.287 mmol), anhydrous sodium carbonate (0.3019 g, 2. 848 mmol) and potassium iodide (0.0259 g, 0.156 mmol) in acetonitrile (10 mL) was allowed to react at 175 C for 0.5 h in a microwave reactor. The reaction was cooled to ambient temperature. CH2CI2 and H20 were added and the solution was mixed well then poured into a phase separator. The organic layer was concentrated in vacuo to give an oil. The oil was eluted through a flash column (silica gel 60, 230- 400 mesh, 30-100% EtOAc in CH2CI2 gradient over 1 h) to give a white waxy/gummy solid. Yield : 0.4106 g (0.865 mmol, 67 %). The solid (0.405 g, 0.853 mmol) was taken up in THF (8.5 mL) and heated to 40 C. Methanesulfonic acid (55. 5 J. L, 0.855 mmol) was added and after 5 min, the reaction was allowed to cool to ambient temperature. The product was allowed to crystallize overnight. Hexanes were added to the reaction mixture and the solid was filtered and washed with hexanes. The wet solid was dried in a vacuum oven at 50 C to give a white/off-white crystalline solid as the mesylate salt. Anal. calculated for C24H25F3N40SsCH403S : C, 52.62 ; H, 5.12 ; N, 9.82. Found: C, 52.36, H, 4.98 ; N, 9. 69.’H NMR (400 MHz, CDCI3) 8 11.66 (s, 1 H), 7.84 (d, J=7. 42 Hz, 2 H), 7.52 (m, 2 H), 7.41 (m, 1 H), 7.12 (m, 2 H), 4.76 (m, 4 H), 4.17 (m, 2 H), 4.00 (m, 4 H), 3.82 (m, 2 H), 3.27 (m, 3 H), 2.91 (m, 6 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; WO2005/66165; (2005); 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

E. ‘6-r2- (4-Benzordlisothiazol-3-vl-piperazin-1-vl)-ethvl-3, 4-dihvdro-2H- quinolin-1-vlT-(4-fluorophenvl)-methanone (97); A stirred mixture of the product of Step D (2.00 g, 6.29 mmol), 3-piperazin-1- yl-benzo [agisothiazole hydrochloride (9,1. 82 g, 7.12 mmol), K2CO3 (2.34 g, 16.9 mmol), and Nal (1.00 g, 6.67 mmol) in anhyd CH3CN (60 mL) under N2 was heated to reflux for 3 d, then allowed to cool. The mixture was diluted with EtOAc (300 mL), then washed twice with H20 (300 mL), once with saturated NaCI (100 mL), dried over Na2SO4, filtered, and the solvent was removed in vacuo. The residue was purified by column chromatography (silica gel (150 g), 40-60% EtOAc/hexanes containing 1% Et3N) to give the title compound (2.75 g, 87%) as a sticky oil and solid mixture. The product was dissolved in warm EtOAc (60 mL), then allowed to cool with stirring. A small amount of precipitate was observed after 30 min. The mixture was diluted with hexanes (120 mL) portionwise over 2 h. After stirring an additional hour, the precipitate was collected by suction filtration washing with hexanes, then dried in vacuo at 46 C for 3 d to give the title compound (1.71 g, 54%) as a white amorphous solid: mp 126-129 C ; 1H NMR (300 MHz, CDCl3) 8 7.91 (d, J= 8.1 Hz, 1 H), 7.82 (d, J= 8.1 Hz, 1 H), 7.47 (td, J= 7.6, 1.0 Hz, 1 H), 7.32-7. 41 (m, 3 H), 7.02 (br s, 1 H), 6.91-7. 00 (m, 2 H), 6.76 (dd, J = 8. 2,1. 5 Hz, 1 H), 6.60 (brd, J= 7.7 Hz, 1 H), 3.89 (t, J= 6.5 Hz, 2 H), 3.54-3. 63 (m, 4 H), 2.60-2. 87 (m, 10 H), 2.05 (p, J = 6.6 Hz, 2 H) ; IR (ATR) 2947,2835, 1634,1600, 1504,1374, 1271, 1227 cm-1 ; ESI MS m/z501 [C29H29FN40S + H]+; HPLC >99% (AUC), tR = 14.77 min. Anal. calcd. for C29H29FN40S : C, 69.57 ; H, 5.84 ; N, 11.19. Found: C, 69.36 ; H, 5.86 ; N, 11.03.

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

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/66165; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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 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.

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

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/26864; (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, 119 ml (90.1 g, 0.698 mols, 3.21 molar equivalents) of N,N-diisopropylethylamine, 500 ml of acetonitrile and 55.8 g (0.218 mols, 1.0 molar equivalents) of 3-(l- piperazinyl) -1, 2-benzisothiazole hydrochloride (addition salt of compound of formula (III) and hydrochloric acid) are added into a beaker equipped with a magnetic stirrer. The resulting suspension is stirred for 10 minutes. At this point 50 g (0.217 mols, 1.0 molar equivalent) of 5- (2-chloroethyl) -6-chloro-l, 3-dihydro-indole-2- (2H) -one (Compound of formula (II) wherein X is chlorine) and 0.26 g (1.174 mmols, 0.008 molar equivalents) of NaI are added. The resulting brown suspension is charged into a 1 L reactor vessel, which is heated to 121-122 C (internal pressure increases to 200 kPa) for 25 hours. The reaction is cooled to room temperature and filtered. The solid is washed with acetonitrile, and 56 g of a wet solid are obtained. –> The resulting wet solid is stirred with 4 volumes of water at reflux temperature for 1 h to remove inorganic salts. The suspension is cooled to room temperature and filtered. The solid is washed with water. Ziprasidone base is obtained in 56% molar yield and the purity is 97.8% by HPLC.

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

Reference£º
Patent; MEDICHEM, S.A.; WO2006/34964; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com