Day: September 28, 2020

Isothiazole-4-carboxylic acid, cas is 822-82-2, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,822-82-2

To a solution of the compound of Preparation 141 (1.4 g, 11.0 mmol) in tetrahydrofuran (6 ml), at -5 C., was added dropwise borane (1M in tetrahydrofuran, 16.5 ml). The reaction mixture was allowed to warm to room temperature and stirred for 18 h. The mixture was quenched by addition of water: acetic acid (1:1, 4 ml) and the mixture was concentrated in vacuo. The residue was added to saturated aqueous sodium hydrogen carbonate solution (5.5 ml) at 0 C. and the two layers were separated. The aqueous layer was extracted with ethyl acetate (750 ml) and the combined extracts were concentrated in vacuo to give the title compound (700 mg). 1H-NMR (CDCl3): 4.80-4.84 (2H), 8.69-8.71 (1H), 8.76-8.78 (1H)

As the rapid development of chemical substances, we look forward to future research findings about 822-82-2

Reference£º
Patent; PFIZER LIMITED; US2008/103130; (2008); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.27148-03-4,Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide,as a common compound, the synthetic route is as follows.

General procedure: For 6: A solution of thiosaccharin (tsacH) (0.06 g, 0.307 mmol) in chloroform (8 cm3) was added to a solution of [PtCl2(kappa2-dppm)] (0.10 g, 0.154 mmol) in chloroform (10 cm3). A few drops of triethylamine were added and the resulting mixture was heated under reflex for 1 h. This produced a yellow solution was filtered off and reduced to half volume. Methanol (2 cm3) was added and the mixture was set a side to evaporate slowly at room temperature. The yellow crystalline solid thus formed was filtered off and dried in a vacuum oven (0.12 g, 91%)., 27148-03-4

The synthetic route of 27148-03-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Al-Jibori, Subhi A.; Al-Jibori, Mohamed H.S.; Hogarth, Graeme; Inorganica Chimica Acta; vol. 398; (2013); p. 117 – 123;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

936-16-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.936-16-3,2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,as a common compound, the synthetic route is as follows.

Example 88 2-[{1-(tert-Butyl)-5-(4-fluorophenyl)-1H-pyrazol-3-yl}methyl]-2,3-dihydro[d]isothiazole 1,1-dioxide (Compound 33) To a solution of 1,2-benzisothiazoline-1,1-dioxide (10.3 mg, 0.061 mmol) in N,N-dimethylformamide (0.9 mL) was added potassium carbonate (88.5 mg, 0.640 mmol) at room temperature, followed by stirring for 10 min. The solution was slowly added with drops of {1-(tert-butyl)-5-(4-fluorophenyl)-1H-pyrazol-3-yl}methyl bromide (20.9 mg, 0.067 mmol) in methylene chloride (3 mL), and stirred at room temperature for a day. When the reaction was completed as measured by TLC (Hexane:EtOAc=2:1), the reaction mixture was filtered through celite. The filtrate was neutralized with 1M HCl and an aqueous saturate sodium hydrogen carbonate solution. After extraction with ethyl acetate and water, the organic layer thus formed was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The concentrate was purified by column chromatography (Hexane:EtOAc=6:1?1:1) to afford the title compound (10.2 mg, 42percent, white solid). M.P. 163.5-167.5¡ã C.; 1H NMR (300 MHz, CDCl3) delta 7.86 (d, J=7.6 Hz, 1H), 7.65-7.53 (m, 2H), 7.41 (d, J=7.5 Hz, 1H), 7.35-7.29 (m, 2H), 7.13-7.06 (m, 2H), 6.27 (s, 1H), 4.53 (s, 2H), 4.46 (s, 2H), 1.48 (s, 9H); 13C NMR (75 MHz, CDCl3) delta 164.4, 162.3, 161.1, 143.6, 142.9, 135.3, 134.2, 132.6, 132.2, 132.1, 129.9, 129.0, 124.5, 121.5, 115.0, 114.7, 109.3, 61.3, 50.0, 41.3, 31.2

936-16-3 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide 13638, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; NAM, Ghil Soo; CHOI, Kyung Il; KIM, Jung Hyun; PAE, Ae Nim; HONG, Jin Ri; LEE, Jae Kyun; (30 pag.)US2015/329533; (2015); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7716-66-7,3-Chlorobenzo[d]isothiazole,as a common compound, the synthetic route is as follows.,7716-66-7

EXAMPLE 3 3-(1-Piperazinyl)-1,2-benzisothiazoleodsold;hydrochloride Anhydrous piperazine (49.4 g, 0.57 mol) and t-butanol (10 mL) were added to a dry, 300 mL round bottom flask equipped with a mechanical stirrer, thermometer, condenser topped with a nitrogen inlet, and pressure-equalizing dropping funnel. After the flask was purged with nitrogen, it was heated to 100¡ã C. in an oil bath. A solution of 3-chloro-1,2-benzisothiazole (19.45 g, 0.11 mol) in t-butanol (10 mL) was added to the addition, funnel, and then slowly added to the reaction flask over 20 minutes to moderate an exothermic reaction (112-118¡ã C.). Once addition was complete the yellow solution was heated to reflux (121¡ã C.) and then maintained at reflux for 24 hours. Thin-layer chromatography showed that the reaction was complete. The reaction mixture was cooled to 85¡ã C. and 120 mL of water was added. The hazy solution was filtered and the filter cake rinsed with 60 mL of t-butanol/water (1:1) solution. The pH of the combined filtrate and wash was adjusted to 12.2 with 50percent aqueous caustic. The aqueous solution was extracted with toluene (200 mL), the layers were separated, and the aqueous layer was extracted with fresh toluene (100 mL). The combined toluene layers were washed with water (75 mL), and then the toluene solution was concentrated in vacuo at 48¡ã C. to 90 mL. Isopropanl (210 mL) was added to the concentrate and then the pH was slowly adjusted to 3.8 with 7.6 mL of concentrated hydrochloric acid. The resulting slurry was cooled to 0¡ã C., granulated for 45 min, and then filtered. The filter cake was washed with cold isopropanol (50 mL) and then dried in vacuo at 40¡ã C. to afford 23.59 g (80percent yield) of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride as an off white solid.

As the paragraph descriping shows that 7716-66-7 is playing an increasingly important role.

Reference£º
Patent; Pfizer, Inc.; US6111105; (2000); A;,
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

936-16-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.936-16-3,2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,as a common compound, the synthetic route is as follows.

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

As the paragraph descriping shows that 936-16-3 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/39146; (2007); 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

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