Category: 87691-88-1

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 heterogeneous mix of 6-(chloromethylcarbonyl)-4,4,8-trimethyl-3,4-dihydro-1H-quinolin-2-one (2.200g, 8.739mmole, 1.0eq), sodium carbonate (1.158g, 10.924mmole, 1.25 eq), sodium iodide (0.131 g, 0.874mmole, cat.), and added 3-piperazin-1-yl-benzo[d]isothiazole hydrochloride (3.353g, 13.110mmole, 1.5eq) in acetonitrile (35ml) was heated to 150C under microwave assistance for 30min. The reaction was diluted with H2O (100ml), CH2CI2 (100ml) and the layers separated. The aqueous layer was extracted with CH2Cl2 (2x, 50ml) and the organic layer dried over magnesium sulfate (MgSO4), concentrated, and the residue purified by MPLC (25 % EA/CH2CI2 – 50 % EA gradient over 20min and hold for 20min – 100 % EA gradient over 20min). The title compound was obtained as a white crystalline solid in 63 % yield with 30 % recovered starting material (6-(2-chloro-ethyl)-4,4,8-trimethyl-3,4-dihydro-1H-quinolin-2-one). 1H NMR (400 MHz, CDCl3) delta 7.90 (d, 1H, J = 7.94 Hz), 7.80 (d, 1H, J = 7.94 Hz), 7.46 (t, 1H, J = 7.94 Hz), 7.34 (t, 1H, J = 7.94 Hz), 7.02 (s, 1H), 6.91 (s, 1H), 4.78 (s, 1H), 3.69-3.55 (m, 4H), 2.86-2.59 (m, 8H), 2.45 (s, 2H), 2.21 (s, 3H), 1.30 (s, 6H)

With the rapid development of chemical substances, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

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

The above intermediate IV (0.01 mol) and the hydrochloride salt of the piperazine compound (V) (0.01 mol) were dissolved in DMF (100 mL), and K2CO3 (0.02 mol) was added.According to the general operation three,Preparation of 3-(3-(4-(benzo[d]isothiazol-3-yl)piperazin-1-yl)propyl)-1H-indole-5-hydroxy(VI-10) hydrochloride 3.21g, yield 75%

With the rapid development of chemical substances, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

Reference£º
Patent; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Li Jianqi; Gu Zhengsong; Zhou Ainan; Xiao Ying; (26 pag.)CN109467554; (2019); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is 3-Piperazinobenzisothiazole hydrochloride, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 87691-88-1, its synthesis route is as follows.,87691-88-1

To a flask equipped with mechanical stirrer, thermometer, condenser and nitrogen inlet was added 6-chloro-5-(2-chloroethyl)-l,3-dihydro-2H-indol-2- one (21.6 g, 94 mmol), 3-(l-piperazinyl)-l,2-benzoisothiazole hydrochloride (24 g, 94 mmol), sodium carbonate (29.9 g, 282 mmol) and l-methyl-2- pyrrolidinone (NMP) (96 ml) and the mixture was heated to 130-1350C under nitrogen for about 24 hrs. The mixture was cooled to 40-450C and poured into water. The suspension was cooled and the product was collected by filtration on a Buchner funnel, the filter cake was rinsed with water at 20- 250C and the damp product was transferred to a drying oven and dried in vacuo. This afforded 34.2 g (88.2% yield) of crude ziprasidone. The IR (KBr) and NMR spectra were consistent with those of reference ziprasidone.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

Reference£º
Patent; APOTEX PHARMACHEM INC.; WO2006/47893; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belong isothiazole compound,3-Piperazinobenzisothiazole hydrochloride,87691-88-1,Molecular formula: C11H14ClN3S,mainly used in chemical industry, its synthesis route is as follows.,87691-88-1

88.7 g (0.837 mols, 3.21 molar equivalents) of sodium carbonate, 600 mL of acetonitrile and 66.7 g (0.261 mols, 1.0 molar equivalent) of 3- (1-piperazinyl) -1, 2- benzisothiazole hydrochloride are added into a beaker equipped with a magnetic stirrer. The resulting white suspension is stirred for 10 minutes. At this point 60.0 g (0.261 mols, 1.0 molar equivalent) of 5- (2- chloroethyl) -6-chloro-l, 3-dihydro-indole-2- (2H) -one and 0.3 g (0.002 mols, 0.008 molar equivalents) of NaI are added. The resulting brown suspension is charged into a 1 L reactor vessel, which is purged with nitrogen and heated to 120-125 C (internal pressure increases to 400- 500 kPa) for 25 hours. The reaction is cooled to room temperature, stirred for 30 minutes, filtered and the solid washed with acetonitrile. A wet mixture of zipradisone and inorganic salts is obtained, that is further washed with acetonitrile. The resulting wet mixture of ziprasidone and inorganic salts is stirred with 675 ml of water at reflux temperature for 1 h to remove inorganic salts. The suspension is cooled to room temperature, stirred for 30 minutes and filtered. The solid is washed with water, and 140 g of wet solid (corresponding to 87 g of dry material) are obtained. EPO The wet solid is stirred again with water at reflux temperature for 1 h to remove residual inorganic salts. The suspension is cooled to room temperature, stirred for 30 minutes and filtered. The solid is washed with water, and 170 g of wet solid (corresponding to 81 g of dry- material) are obtained. HPLC analysis reveals a purity of 97.8%.To remove starting materials present in the wet solid obtained in the previous step, it is stirred twice with400 ml of tetrahydrofuran at reflux temperature. The solution is cooled to room temperature, stirred for 30 minutes and filtered. The solid is washed twice with 40 ml of tetrahydrofuran, and 60 g of wet solid, corresponding to 54.8 g of dry material, are obtained.The solid obtained is ziprasidone base having a purity of 99.4% by HPLC and the global yield from the starting compounds is 51% (molar yield) . Potentiometric titration with HClO4: 100.03%

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride,belong isothiazole compound

Reference£º
Patent; MEDICHEM, S.A.; WO2006/34965; (2006); 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 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).

87691-88-1 is used more and more widely, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

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

Name is 3-Piperazinobenzisothiazole hydrochloride, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 87691-88-1, its synthesis 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).

With the complex challenges of chemical substances, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

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

Name is 3-Piperazinobenzisothiazole hydrochloride, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 87691-88-1, its synthesis route is as follows.,87691-88-1

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.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

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

Name is 3-Piperazinobenzisothiazole hydrochloride, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 87691-88-1, its synthesis route is as follows.,87691-88-1

EXAMPLE 75 3-[4-[1-(1,2-Benzisothiazol-3-yl)-4-piperazinyl]butyl]-1-thia-3-azaspiro[4.4]nonan-4-one A mixture of 3-(4-bromobutyl)-1-thia-3-azaspiro[4.4]-nonan-4-one (4.50 g), 1-(1,2-benzisothiazol-3-yl)piperazine hydrochloride (4.33 g), K2 CO3 (7.45 g) and NaI (560 mg), in acetonitrile (220 ml) was heated at 65 C. for 14.5 hours and the product was processed in substantially the same manner as in Example 10 to afford 2.25 g of crystals, m.p. 200-203 C. ANALYSIS: Calculated for C22 H30 N4 OS2 ¡¤HCl: 56.57%C; 6.69%H; 11.99%N; 7.59%Cl. Found: 56.15%C; 6.75%H; 12.11%N; 7.88%Cl.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Incorporated; US5229388; (1993); A;,
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 4 The mixture of 1.0 g of 4-(1,2-benzisothiazol-3-yl)piperazine hydrochloride, 1.5 g of 7-(4-chlorobutyryl)-2,3-dihydrothieno[3,2-f][1,4]thiazepin-5(4H)-one, 2.5 g of potassium carbonate and 0.8 g of potassium iodide in 25 ml of N,N-dimethylformamide and 25 ml of toluene was stirred at 100 C. for 24 hours. After the mixture was cooled in a water bath, water was added thereto and the mixture was extracted with ethyl acetate. The organic layer was washed with saline solution, dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on a silica gel, dissolved in isopropyl alcohol and oxalic acid was added thereto to make oxalate. The resulting crystals were recrystallized from isopropyl alcohol to give 0.12 g of 7-(4-(4-(1,2-benzisothiazol-3-yl) piperazin-1-yl)butyryl)-2,3-dihydrothieno[3,2-f][1,4]thiazepin-5(4H)-one oxalate 1/2 hydrate as white crystals, m.p. 118-120 C.

With the rapid development of chemical substances, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

Reference£º
Patent; Yoshitomi Pharmaceutical Industries, Ltd.; US5532240; (1996); A;,
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

[0070] 5) To the product of step 4) were added 3-(1 -piperazinyl)-1,2-benzisothiazole hydrochloride, anhydrous potassium carbonate, potassium iodide and acetonitrile, and the mixture was heated under reflux for 24 hours, and then cooled to room temperature and filtrated. The solvent was distilled to give yellowish oil, which was passed through a column to give white solid.10071] ?H NMR (CDC13) oe 2.11-2.14 (m, 2H), 2.64 (t, 2H, J=13.6 Hz), 2.72-2.74 (m, 4H), 3.40 (t, 2H, J=14 Hz), 3.58- 3.60 (m, 4H), 7.33-7.37 (m, 1H), 7.44-7.52 (m, 4H), 7.80 (d, 1H, J=8 Hz), 7.89 (d, 1H, J=8.4 Hz), 7.99 (d, 1H, J=2 Hz)10072] MS (ESI) m/z 438.2 ([M+H]+.

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

Reference£º
Patent; HUAZHONG UNIVERSITY OF SCIENCE & TECHNOLOGY NHWA PHARMA CORPORATION; Zhang, Guisen; Chen, Yin; Xu, Xiangqing; Liu, Bifeng; Feng, Xiaojun; Zhao, Song; Liu, Shicheng; Yu, Minquan; Lan, Yu; Qiu, Yinli; US2014/24656; (2014); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com