Downstream synthetic route of 3-Piperazinobenzisothiazole hydrochloride

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO478,mainly used in chemical industry, its synthesis route is as follows.,87691-88-1

EXAMPLE 121; 3-f4-[2-(3′, 4′-DIHYDRO-1’H-SPI RO [91, 31DIOXOLANE-2. 2′- NAPHTHALEN1-6′-YL)-ETHYL1-PI PERAZI N-1-YLi- BENZOrDlISOTHIAZOLE; A mixture of 3- (piperazin-1-yl) benzo [d] isothiazole hydrochloride (349 mg, 1.36 mmol) and the title compound from Preparation 36 (530 mg, 1.36 mmol) with anhydrous K2CO3 (376 mg, 2.72 mmol) in acetonitrile (20 ml) was heated at reflux for 24 hours. The reaction mixture was filtered and the filtrate was concentrated. The crude product was purified by elution through a flash column (silica gel 60,230-400 mesh, 1: 1 hexanes: EtOAc) to give a clear oil which crystallized on standing, 497 mg (84%). MS (APCI) : (M + 1) + = 436.’H-NMR (CDCI3, a) : 7.89 (d, 1 H, J = 7.8 Hz), 7.80 (d, 1 H, J = 8. 1 Hz), 7.46 (t, 1 H, J = 7. 3,7. 3 Hz), 7.34 (t, 1 H, J = 7. 3, 7.3 Hz), 6.98 (s, 3H), 4.01 (s, 4H), 3.58 (br s, 4H), 2.95-2. 65 (m, 12H), 1.93 (t, 2H, J = 6.8, 6.8 Hz). CHN, calc’d for C25H29N302S : C, 68.94% ; H, 6. 71% ; N, 9.65% ; found: C, 68.75% ; H, 6.70% ; N, 9.54%.

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

 

Analyzing the synthesis route of 87691-88-1

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

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

EXAMPLE 79 3-(4-(1-(1,2-Benzisothiazol-3-yl)-4-piperazinyl)butyl)-2-methyl-1-thia-3-azaspiro[4.4]nonan-4-one hydrochloride A mixture of 3-(4-bromobutyl)-2-methyl-1-thia-3-azaspiro[4.4]nonan-4-one (3.84 g), 1-(1,2-benzisothiazol-3-yl)piperazine hydrochloride (3.49 g), K2 CO3 (5.90 g) and NaI (280 mg) in acetonitrile (215 ml) was heated at between 65-80 C. for 16.5 hours and the product was processed in substantially the same manner as in Example 10 to afford 2.86 g of crystals, m.p. 210-215 C. ANALYSIS: Calculated for C23 H32 N4 OS2 ¡¤HCl: 57.42%C; 6.91%H; 11.64%N; 7.37%Cl. Found: 57.21%C; 6.87%H; 11.63%N; 7.03%Cl.

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; Hoechst-Roussel Pharmaceuticals Incorporated; US5229388; (1993); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Share a compound : 87691-88-1

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

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

3) To 0.5 g of the product of step 2) were added 0.6 g of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride, 2 g of anhydrous potassium carbonate, 0.2 g of potassium iodide and 25 ml of acetonitrile, and the mixture was heated under reflux for 20 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 0.52 g of white solid. Melting point: 110-112C, yield: 72.2%. 1H NMR(CDCl3) delta 1.75-1.90(m,4H), 2.38(s,3H), 2.51(t,2H,J=14.4Hz), 2.68-2.71(m,4H), 3.56-3.58 (m, 4H), 4.06 (t, 2H, J=12Hz), 6.11 (s, 1H), 6.80-6.86 (m, 2H), 7.29-7.36 (m, 1H), 7.43-7.48(m,2H), 7.79(d,1H,J=8Hz), 7.90 (d,1H,J=8.4Hz) MS(ESI)m/z 450.2 ([M+H]+)

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

Reference£º
Patent; Huazhong University of Science and Technology; NHWA Pharma. Corporation; ZHANG, Guisen; CHEN, Yin; XU, Xiangqing; LIU, Bifeng; LIU, Xin; ZHAO, Song; LIU, Shicheng; YU, Minquan; ZHANG, Heng; LIU, Xinghua; EP2698369; (2014); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Analyzing the synthesis route of 87691-88-1

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

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

EXAMPLE 5 The mixture of 2.0 g of 4-(1,2-benzisothiazol-3-yl)piperazine hydrochloride, 2.0 g of 3-(4-chlorobutyryl)-2-methyl-5,6,7,8-tetrahydro-4H-thieno[3,2-c]azepin-4-one, 2.1 g of potassium carbonate and 1.2 g of potassium iodide in 15 ml of N,N-dimethylformamide and 15 ml of toluene was stirred at 60 C. for 3 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 ethanol-maleic acid was added thereto to make maleate. The resulting crystals were recrystallized from ethanol to give 0.90 g of 3-(4-(4-(1,2-benzisothiazol-3-yl) piperazin-1-yl)butyryl)-2-methyl-5,6,7,8-tetrahydro-4H-thieno[3,2-c]azepin-4-one maleate as white crystals, m.p. 150-152 C.

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; Yoshitomi Pharmaceutical Industries, Ltd.; US5532240; (1996); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

The important role of 87691-88-1

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

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

3-Piperazin-1-yl-benzoisothiazole hydrochloride (1.31 g, 5.1 mmol) and (5-fluoro-2-nitro-phenyl)-acetic acid (800 mg, 4.3 mmol) were combined in 100 mL methylene chloride with triethylamine (1.20 mL, 8.6 mmol). This solution stirred for 15 min before bis-(2-oxo-3-oxazolidinyl) phosphinic chloride 1.09 g, 4.3 mmol) was added. After stirring overnight at room temperature (rt), the reaction was quenched with water and extracted into methylene chloride. The organic layer was washed with 0.5 N HCl, water, sodium bicarbonate then water before it was dried over sodium sulfate (Na2SO4) and concentrated. The organic layer was dried over sodium sulfate, concentrated, and purified by MPLC using a Biotage prepacked silica gel cartridge eluting with 3% methanol in methylene chloride (CH2Cl2) to afford 870 mg of an off-white foam. Yield 50%; mp 72 C.; MS (APCI): 401 [M+H]+.

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

Reference£º
Patent; Davis, Jamie Marie; Gregory, Tracy Fay; Walters, Michael Anthony; US2004/67960; (2004); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

The important role of 87691-88-1

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

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

Excess dried, -325 mesh potassium carbonate (20 g) was diluted in 500 mL acetone and 3-piperazin-1-yl-benzoisothiazole hydrochloride (13.37 g, 52.4 mmol was added. The mixture was stirred for 15 min before 2-nitrophenethyl tosylate (15.3 g, 47.7 mmol) and catalytic 18-crown-6 (0.5 g, 1.9 mmol) was added. The mixture was stirred at reflux for 42 h. After cooling, the salts were filtered off and washed with acetone and the filtrate was concentrated. The residue was taken up in methylene chloride and washed with water. The organic layer was dried over sodium sulfate, and concentrated. The residue was triturated with ethyl acetate and the collected solid was washed with ethyl ether and dried in vacuo to afford 13.08 g of a viscous, brown liquid. Yield 75%; MS (APCI): 369 [M+H]+.

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

Reference£º
Patent; Davis, Jamie Marie; Gregory, Tracy Fay; Walters, Michael Anthony; US2004/67960; (2004); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

The important role of 87691-88-1

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

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

N- [4- (2-CHLORO-ETHYL)-2-METHYL-PHENYL]-N-METHYL-ACETAMIDE (0.300 g, 1. 153 mmol), 3-PIPERAZIN-1-YL-BENZO [d] isothiazole hydrochloride (0.442 g, 1.729 MMOL), potassium carbonate (0.237 g, 1.729 MMOL), and potassium iodide (0.173 g, 1.153 MMOL) in ACETONITRILE (3.5 mL) was subjected to 150 C for 30 min. under microwave assistance using a Smith Personal Chemistry microwave. The reaction was diluted with H20 (50 mL) and CH2CI2 (100 mL). The layers were separated and the organics washed with 1 N HCI (2x 25 mL). The aqueous layer was made basic and extracted with CH2CI2 (3X50 mL). The organics were dried (MGS04), and concentrated to a solid residue. The residue was subjected to chromatography (MEOH : CH2CI2 1 : 19) and collected as an amorphous residue and taken up in 1,4-dioxane and subjected to HCI gas for 10 min. The resulting solid was collected by filtration and dried at 50 C under high vacuum overnight (0.770 g). 100% purity at 254nm; LCMS (APCI) : 409.2 [M+H] +.

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; WO2004/41793; (2004); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

The important role of 87691-88-1

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

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

Excess dried, -325 mesh potassium carbonate (20 G) was diluted in 500 mL acetone and 3-PIPERAZIN-1-YL-BENZOISOTHIAZOLE hydrochloride (13.05 G, 51.2 mmol) was added. The mixture was stirred for 15 min before 4-nitrophenethyl tosylat (14.93 G, 46. 5 MMOL) and catalytic 18- crown-6 (0.5 g, 1.9 MMOL) was added. The mixture was stirred at reflux for 42 h. After cooling, the salts were filtered off and washed with acetone and the filtrate was concentrated. The residue was taken up in methylene chloride and washed with water. The organic layer was dried over sodium sulfate, and concentrated. The residue was triturated with ethyl acetate and the collected solid was washed with ethyl ether and dried in vacuo to afford 14.86 g of a bright yellow solid. Yield 84%; mp 99 C ; MS (APCI) : 369 [M+H] +.

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; WO2004/41793; (2004); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Share a compound : 87691-88-1

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

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

3) To 0.5 g of the product of step 2) were added 0.6 g of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride, 2 g of anhydrous potassium carbonate, 0.2 g of potassium iodide and 25 ml of acetonitrile, and the mixture was heated under reflux for 20 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 0.52 g of white solid. Melting point: 110-112C, yield: 72.2%. 1H NMR(CDCl3) delta 1.75-1.90(m,4H), 2.38(s,3H), 2.51(t,2H,J=14.4Hz), 2.68-2.71(m,4H), 3.56-3.58 (m, 4H), 4.06 (t, 2H, J=12Hz), 6.11 (s, 1H), 6.80-6.86 (m, 2H), 7.29-7.36 (m, 1H), 7.43-7.48(m,2H), 7.79(d,1H,J=8Hz), 7.90 (d,1H,J=8.4Hz) MS(ESI)m/z 450.2 ([M+H]+)

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

Reference£º
Patent; Huazhong University of Science and Technology; NHWA Pharma. Corporation; ZHANG, Guisen; CHEN, Yin; XU, Xiangqing; LIU, Bifeng; LIU, Xin; ZHAO, Song; LIU, Shicheng; YU, Minquan; ZHANG, Heng; LIU, Xinghua; EP2698369; (2014); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Share a compound : 87691-88-1

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

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

PREPARATION 23; 6-[2-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethyl]-7-chloro-4,8-trimethyl- 3s4-dihydro-1 H-quinolin-2-one; A mixture of 7-chloro-6- (2-chloro-ethyl)-4, 4, 8-trimethyl-3, 4-dihydro-1 H- quinolin-2-one (5.0016 g, 17.476 mmol), 3-piperazin-1-yl-benzo [d] isothiazole hydrochloride (4.4811 g, 17.520 mmol), potassium carbonate (4.8299 g, 34.946 mmol) and potassium iodine (0.2903 g, 1.749 mmol) were reacted in acetonitrile (29.0 mL) in a microwave reactor for 1 h at 200 C. The reaction was cooled to rt, diluted with H2O and filtered. The solid was washed with H20 and hexanes. The resulting solid was eluted through a flash column (silica gel 60,230-400 mesh, 0-3% MeOH in CH2CI2 gradient over 1 h) to give an off-white solid. Yield: 5.6591 g (12.065 mmol, 69%). Anal. : calculated for C25H29CIN40S’0. 02CH2CI2 : C, 63.84 ; H, 6.22 ; N, 11.90. Found: C, 63.49, H, 6.13 ; N, 11.72. LC-MS (APCI) : (M+1) + = 471. 0. H NMR (400 MHz, CDCI3) 8 7.90 (d, J=8. 2 Hz, 1 H), 7.80 (d, J=8.0 Hz, 1 H), 7.58 (s, 1 H), 7.45 (ddd, J=8. 0,7. 1,1. 0 Hz, 1 H), 7.34 (ddd, J=8. 2,7. 1,1. 0 Hz, 1 H), 7.08 (s, 1 H), 3.61 (m, 4 H), 2.98 (m, 2 H), 2.80 (s, 4 H), 2.68 (m, 2 H), 2.44 (s, 2 H), 2.31 (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; WO2005/66165; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com