Tag: M.W:200-300

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 8 (700 mg, 2.2 mmol), 9 (817 mg, 3.2 mmol), Nal (651 mg, 4.3 mmol), and triethylamine (1.5 mL, 10.9 mmol) in acetonitrile (50.0 mL), was heated to reflux for 48 h, and allowed to cool. The mixture was concentrated to dryness in vacuo. The residue was suspended in water (50 mL) and sonicated for 5 min, and then filtered through a sintered glass frit. The solid was rinsed with additional water, dried under vacuum, and purified by chromatography (silica gel, gradient 3 – 5 % MeOH in CH2CI2) to provide compound 10 (630 mg, 63 %) as a white solid. 1H NMR (400 MHz, CDCl3): delta 10.75 (br s, 1H), 7.93 (d, 1H), 7.80 (d, 1H), 7.50-7.43 (m, 1H), 7.40-7.35 (m, 1H), 7.29-7.22 (m, 1H), 7.10 (d, 1H), 6.98 (s, 1H), 4.10 (t, 2H), 3.61-3.52 (m, 4H), 3.15 (t, 2H), 3.00 (t, 2H), 2.80-2.72 (m, 4H), 2.70 (t, 2H), 2.29-2.20 (m, 2H), 2.10-2.02 (m, 2H), MS m/z 460.97 [C26H28N4O2S + H]+

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

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

To a solution containing 3- (1-piperazinyl) -1,2_ benzisothiazole hydrochloride (100g) and potassium carbonate (136g) in acetonitrile (800ml) added 1,4_ dibromobutane suspension ( 110g). Vigorous stirring mixture was refluxed for 10 hours, the solvent was distilled off pressure acetonitrile was added water (100ml) and toluene (300ml) to the reaction mixture was distilled net was effected under stirring to break up the product mixture, refluxing under stirring operation , the net after the water addition, cooling down, the suspension was filtered to give a white inorganic salts and organic salts of a mixture of the crude quaternary spiro ammonium base (280g).

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

Reference£º
Patent; Yantai Besten Pharmaceutical Co., Ltd.; Bi, Haidong; Zhang, Yifang; (8 pag.)CN105669665; (2016); 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, EXAMPLE 80 3-(4-(1-[1,2-Benzisothiazol-3-yl]-4-piperazinyl)butyl)-1-thia-3-azaspiro[4.5]decan-4-one A mixture of 3-(4-bromobutyl)-1-thia-3-azaspiro[4.4]nonan-4-one (4.00 g), 1-(1,2-benzisothiazol-3-yl)piperazine hydrochloride (3.67 g), K2 CO3 (7.00 g) and NaI (300 mg) in acetonitrile (220 ml) was heated at 70 C. for 20 hours and the product was processed in substantially the same manner as in Example 10 to afford 3.01 g of crystalline solid, m.p. 209 C. ANALYSIS: Calculated for C23 H32 N4 OS2 *HCl: 57.42%C; 6.91%H; 11.64%N; 7.37%Cl. Found: 57.51%C; 6.82%H; 11.75%N; 7.30%Cl.

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

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Inc.; US4933453; (1990); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

677304-75-5, 6-Bromobenzo[d]isothiazole-3-carboxylic acid is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,677304-75-5

Step 5; Sulfuryl dichloride (86.7 mg, 728 mumol) is added to a solution of6-bromobenzo[d]-isothiazole-3-carboxylic acid (188 mg, 728 mumol). The reaction mixture is stirred for 30 min before removing the volatiles by rotovap. The residue is taken up in CH2Cl2 (0.587 ml) and a solution of 2-prorhoylamine (62.5 muL, 728 mumol) and triethylamine (101 mul, 728 mumol) in CHjCl2 (1.2 ml) is added. The reaction mixture is stirred at room temperature until LC/MS analysis indicates complete conversion to the desired product. The reaction mixture is diluted with distilled water and ethyl acetate. The layers are separated and the aqueous is extracted with ethyl acetate. The combined organics are washed with brine and dried over Na2SO4, filtered and concentrated to give 6-bromo-N-isopropylbenzo[d]isothiazole- 3-carboxamide.

As the paragraph descriping shows that 677304-75-5 is playing an increasingly important role.

Reference£º
Patent; AMGEN INC.; MEMORY PHARMACEUTICALS CORPORATION; WO2007/100880; (2007); 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.94594-90-8,(3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide,as a common compound, the synthetic route is as follows.

Example 3Step 1. Synthesis of (3aS,6R,7aR)-1 -methaciotayloyl-8,8-dimethylhexahydro-3a,6-methano-2,1- benzisothiazole 2,2-dioxide.(1 S)-(-)-2,10-camphorsultamProcedure: To a solution of the (1S)-(-)-2,10-camphorsultam (5.00Og, 23.22 mmoles) in anhydrous THF (50ml) at -20¡ã C was added lithium chloride (1.08g, 25.5 mmoles, – small balls), triethylamine (4.21 ml, 30.2 mmoles, 1.30 equivalents.) and then the mixture was allowed to stir for 10 minutes. The lithium chloride did not go into solution. 2-methylacrylic anhydride (4.15 ml, 27.9 mmoles, 1.20 equivalents.) in THF (15ml) was then added. The internal temperature varied between -20¡ã C and -10¡ã C during addition which took about 5 minutes. The thick white mixture was stirred within the cooling bath and allowed to reach room temperature. After stirring overnight the white heterogeneous reaction mixture was added to 350ml of water with stirring. The white crystalline solid (3aS,6R,7aR)-1 -methacryloyl-8,8- dimethylhexahydro-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (6.302g, 96percent yield) was collected and dried under vacuum.-Analytical HPLC run with a Vydac 218TP54 C18 reverse phase column run with solvents A: 0.1percent trifluoroacetic acid in H2O and B: 0.1percent trifluoroacetic acid in acetonitrile. Gradient (0 to 100percentB) over 22 minutes. Retention time 18.166 min (100percent).Optical rotation = 0.02Og in 2ml; c=0.01g/ml (C= 1 (CHCI3)}; measurement -0.226; optical rotation = – 0.226×4000/10 = – 90.4.Combustion Anal sis:Steps 2 through 5 were performed as in Example 2., 94594-90-8

As the paragraph descriping shows that 94594-90-8 is playing an increasingly important role.

Reference£º
Patent; PFIZER PRODUCTS INC.; WO2008/65503; (2008); 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

To a solution of 6-(2-chloro-ethyl)-4,4,8-trimethyl-3,4-dihydro-1H-quinolin-2-one (1.5eq) in dioxane/H2O (0.03M 1:1) was added sodium carbonate (2.2 eq), sodium iodide (catalytic), and added 3-piperazin-1-yl-benzo[d]isothiazole hydrochloride (1.0eq). The reaction mixture was heated to reflux for 24-72 hours. The reaction mixture was then concentrated and partitioned between H2O and CH2CI2. The organic layer was dried (MgSO4), concentrated and purified by chromatography (4:1 EA/Hex) to yield the title compound in 15-48% yield. LC/MS column: Phenomenex Develosil Combi-RP-3 3Μ 50×4.6mm, length 150×4.6

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; WO2004/26864; (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, 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

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

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