Month: October 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10271-85-9,Isothiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

Example-118; A solution of compound 117 (0.35 g, 2.67 mmol), diphenylphosphoryl azide (0.57 mL, 2.67 mmol) and triethylamine (0.37 mL, 2.67 mmol) in tert-butanol (10 mL) was heated at reflux for 5 hours, at which time thin layer chromatography (DCM/Hexanes) indicates the reaction is complete. The reaction mixture was cooled to room temperature, poured into water and extracted with diethyl ether (3¡Á). The combined ether extracts were washed with brine, dried over sodium sulfate, and concentrated to afford a beige solid. Purification by column chromatography (SiO2, 40% ethyl acetate/hexanes) afforded compound 121 as a white solid 0.245 g (46%). 1H-NMR (400 MHz, DMSO-d6) delta 8.15(d, 1H), 6.72 (d, 1H), 1.48 (s, 9H)., 10271-85-9

As the paragraph descriping shows that 10271-85-9 is playing an increasingly important role.

Reference£º
Patent; Schering Corporation; US2007/117804; (2007); 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

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).

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

Isothiazole, cas is 288-16-4, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,288-16-4

Preparation 20 tert-Butyl N-allyl-N-(2-isothiazol-5-yl-2-oxo-ethyl)carbamate To a -78 C. solution of diisopropylamine (9.01 mL, 64.01 mmol) in tetrahydrofuran (80 mL) is added n-butyl lithium (30.78 mL, 49.24 mmol, 1.6 M in hexanes) drop wise under nitrogen. The resulting solution is stirred at -78 C. for 20 minutes and then a solution of isothiazole (4.19 g, 49.24 mmol) in tetrahydrofuran (10 mL) is added drop wise. The resultant white slurry is stirred for 30 minutes at -78 C. A solution of tert-butyl N-allyl-N-[2-(methoxy(methyl)amino)-2-oxo-ethyl]carbamate (6.36 g, 24.62 mmol) in tetrahydrofuran (50 mL) is then added to the slurry over a 15 minutes period. The reaction is then stirred for 30 minutes at -78 C., warmed to ambient temperature and is stirred for 30 minutes. Saturated ammonium chloride (200 mL) is then added. The resulting solution is extracted three times with ethyl acetate. The combined organic layers are dried over sodium sulfate, filtered, and concentrated under vacuum. The crude product is purified over silica gel with a 35 minute, 5% to 100% ethyl acetate in hexanes gradient, to give the title compound (6.00 g, 21.25 mmol, 86%). ES/MS (m/e): 283.0 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about Isothiazole

Reference£º
Patent; Eli Lilly and Company; BECK, James Peter; GREEN, Steven James; LOPEZ, Jose Eduardo; MATHES, Brian Michael; MERGOTT, Dustin James; PORTER, Warren Jaye; RANKOVIC, Zoran; SHI, Yuan; WATSON, Brian Morgan; WINNEROSKI, JR, Leonard Larry; US2013/261111; (2013); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

3,4-Dichloroisothiazole-5-carboxylic acid, cas is 18480-53-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,18480-53-0

3,4-Dichloroisothiazole-5-carboxylic acid (CAS 18480-53-0, 34.8 mg, 0.18 mmol) was dissolved in DMF (200 iL). HBTU (83 mg, 0.22 mmol) and TEA (61.1 iL, 0.44 mmol) were added. The solution was stirred for 6 mm and then 4-(2-amino-3-methylbutanoyl)benzonitrile hydrochloride (Example 49b, 35 mg, 0.15 mmol) in DMF (400 iL) and TEA (61.1 iL, 0.44 mmol) was added. The reaction mixture was stirred at rt for 1 h and then purified by preparative HPLC to give 3,4-dichloro-N-(1-(4-cyanophenyl)-3-methyl-1-oxobutan-2-yl)isothiazole-5-carboxamid (15 mg, 28percent).1H NMR (500 MHz, CDCI3) 5 ppm 0.87 (d, 3 H) 1.12 (d, 3 H) 2.26 – 2.36 (m, 1 H) 5.75 (dd, 1 H)7.74 (d, 1 H) 7.86 (d, 2 H) 8.12 (d, 2 H).MS (ESI) m/z 379.7 [M-H]

With the rapid development of chemical substances, we look forward to future research findings about 3,4-Dichloroisothiazole-5-carboxylic acid

Reference£º
Patent; ACTURUM LIFE SCIENCE AB; LINDE, Christian Erik; PAULSEN, Kim; SOHN, Daniel; SVENSSON, Mats A; VALLIN, Karl S A; WEIGELT, Dirk; MINIDIS, Alexander; WO2014/184235; (2014); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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 l-[4-[methyl(tetrahydropyran-4-yl)amino]-5-oxido-6,7-dihydro- thieno[3,2-d]pyrimidin-5-ium-2-yl]azetidin-3-ol (5.0 mg, 15 muiotatauiotaomicronIota) in DCE (0.2 mL) was added solutions of 4-isothiazolecarboxylic acid (3.6 mg in 0.2 mL DCE, 28 muiotatauiotaomicronIota), DMAP (3.4 mg in 0.1 mL DCE, 28 muiotatauiotaomicronIota) and EDAC (5.3 mg in 0.2 mL DCE, 28 muiotatauiotaomicronIota) . The mixture was shaken at 50 C for 1 hour before it was concentrated in vacuo. Prep HPLC purification (acidic) afforded the title compound. 1H NMR (DMSO-d6) delta: 9.81 (s, 1H), 9.00 (s, 1H), 5.53 – 5.44 (m, 1H), 4.93 – 4.79 (m, 1H), 4.48 (dd, J = 10.4, 6.7 Hz, 2H), 4.16 (dd, J = 10.7, 3.8 Hz, 2H), 4.01 – 3.93 (m, 2H), 3.53 – 3.45 (m, 1H), 3.43 – 3.37 (m, 2H), 3.25 – 3.20 (m, 1H), 3.19 (s, 3H), 3.10 – 2.97 (m, 2H), 1.92 – 1.79 (m, 2H), 1.69 – 1.54 (m, 2H).HPLC-Retention time (XE Metode 7 CM) : 1.88 minutes.Detected “M + l”-mass: 450.12.

With the rapid development of chemical substances, we look forward to future research findings about Isothiazole-4-carboxylic acid

Reference£º
Patent; LEO PHARMA A/S; LARSEN, Jens; (110 pag.)WO2019/57806; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

6-Bromobenzo[d]isothiazole-3-carboxylic acid, cas is 677304-75-5, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,677304-75-5

The following acids were prepared using this method: -Bromobenzisothiazole-S-carboxylic acid. 5-Bromobenzisothiazole-3-carboxy lie acid. 6-Methoxybenzisothiazole-3-carboxylic acid.The following esters were prepared from the acid using ethanol and sulfuric acid:Ethyl 6-bromobenzisothiazole-3-carboxylate. Ethyl 5-bromobenzisothiazole-3-carboxylate. Ethyl 6-methoxybenzisothiazole-3-carboxylate.

As the rapid development of chemical substances, we look forward to future research findings about 677304-75-5

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2007/56582; (2007); 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

EXAMPLES 115-116; N-{5-[2-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYL]-1, 1- DIMETHYL-INDAN-2-YL}-ACETAMIDE AND M-f6-r2- (4- BENZO [D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYL]-1,1- DIMETHYL-INDAN-2-YLT-ACETAMIDE; A mixture of compounds N-[5-(2-Chloroethyl)-1,1-dimethyl-indan-2-yl]- acetamide and N-[6-(2-Chloroethyl)-1,1-dimethyl-indan-2-yl]-acetamide (1.63 g, 6.15 mmol), 3-piperazin-1-yl-benzo [? isothiazole hydrochloride (1.96 g, 7.69 mmol), potassium carbonate (2.55 g, 18.4 mmol), sodium iodide (1.02 g, 6.76 mmol) in acetonitrile (120 mL) was stirred at reflux for 60 h. After removal of solvent, the residue was partitioned in CH2Ci2/H2O (200 mU50 mL). The organic layer was separated and the water layer was extracted with CH2Cl2 (60 mL). The combined organic extracts were washed with water, brine, dried over Na2SO4, and evaporated. The residue was purified by chromatography (silica gel, gradient from 1 to 2% MeOH/EtOAc) to provide two regioisomers N-{5-[2-(4-Benzo [? isothiazol- 3-yl-piperazin-1-yl)-ethyl]-1, 1-dimethyl-indan-2-yl}-acetamide (655 mg) and N {6- [2- (4-Benzo [d isothiazol-3-yl-piperazin-1-yl)-ethyl]-1, 1-dimethyl-indan- 2-yl}-acetamide (440 mg). EXAMPLE 115 N-{5-[2-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYL]-1,1- DIMETHYL-INDAN-2-YLl-ACETAMIDE (655 mg, 24%) as a pale yellow solid : mp 58-68 C ;’H NMR (300 MHz, CDCl3) 67. 92 (d, J = 8.1 Hz, 1 H), 7.82 (d, J = 8.1 Hz, 1 H), 7.47 (td, J = 7.0, 0.9 Hz, 1H), 7.36 (td, J= 8.0, 1.0 Hz, 1H), 7.10-7. 05 (m, 3H), 5.53 (d, J= 9.5 Hz, 1 H), 4.57-4. 49 (m, 1 H), 3.61 (t, J = 4.8 Hz, 4H), 3.27 (dd, J = 7.3, 7.2 Hz, 1H), 2.87-2. 61 (m, 9H), 2.02 (s, 3H), 1.30 (s, 3H), 1.14 (s, 3H); ESI MS m/z 449 [C26H32N4OS + H] + ; Rs0. 25 (40: 1 CH2CI2/MeOH) ; HPLC 98. 1% (AUC), tR = 12.87 min. Anal. Calc’d for C26H32N4OS 0. 5H20: C, 68.24 ; H, 7.27 ; N, 12.24. Found: C, 68.12 ; H, 7.37 ; N, 12.13. EXAMPLE 116 N-{6-[2-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYL]-1,1- DIMETHYL-INDAN-2-YLT-ACETAMIDE (440 mg, 16%) as a pale yellow solid : mp 62-72 C ;’H NMR (300 MHz, CDCl3) No.7. 92 (d, J = 8. 1 Hz, 1 H), 7.82 (d, J = 8. 1 Hz, 1 H), 7.47 (td, J = 7. 0, 1. 0 Hz, 1 H), 7.36 (td, J = 8. 0,1. 0 Hz, 1 H), 7.13 (d, J = 7.6 Hz, 1H), 7.05 (d, J = 7.6 Hz, 1 H), 7.01 (s, 1 H), 5.53 (d, J = 9.5 Hz, 1 H), 4.57-4. 47 (m, 1 H), 3.61 (t, J = 4.8 Hz, 4H), 3.26 (dd, J = 7.2, 7.2 Hz, 1 H), 2.89-2. 59 (m, 9H), 2.02 (s, 3H), 1.31 (s, 3H), 1.15 (s, 3H); ESI MS m/z449 [C26H32N40S + H] + ; Rf O. 29 (40: 1 CH2CI2/MeOH) ; HPLC 96. 1% (AUC), tR = 12.63 min. Anal. Calc’d for C26H32N40S 0. 5H20: C, 68.24 ; H, 7.27 ; N, 12.24. Found: C, 68. 11 ; H, 7.50 ; N, 11.96.

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?; WO2005/56540; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

288-16-4, Isothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Under a nitrogen atmosphere, compound 1 (20 g, 0.235 mol)Add 100 ml of dry ether to dry,And then cooled to below 0 ,To this was added n-butyllithium (0.24 mol)During the dropping process, the temperature was kept below 0 C,After the dropwise addition, the incubation reaction was carried out until no compound 1 was added.To the reaction solution was added bromine (0.5 mol)During the dropping process, the temperature was kept below 0 C,After the dropwise addition, slowly raise to room temperature,After stirring for half an hour, the reaction was quenched by the addition of hydrochloric acid solution (2N, 500 ml).Layered,The aqueous phase was extracted with ether (200 ml * 3) and discarded.Combined organic phase,Sodium dithionite solution(100 ml * 2),Dried over anhydrous sodium sulfate,Filtered and concentrated to dry,A yellow oily compound was prepared.In this step, the ether can also be treated with methyl ether, dimethyl ether, tetrahydrofuran,1,4-dioxane and other solvents instead.

288-16-4, The synthetic route of 288-16-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Tianjin Jinyao Group Co., Ltd.; Li Jing; He Guangjie; Yang Xinyi; Wang Shuli; Chen Liying; Hu Xiaoyun; Sun Liang; (33 pag.)CN106890139; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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 isothiazole-4-carboxylic acid (1.70 g, 12.98 mmol) in THF (17ml) was added t-BuLi (29.95 mL) at -78 C, and then a solution of CBr4 (8.62 g, 25.96 mmol) in THF (10 ml) was added dropwise. The mixture was stirred at -78 C for 2 h, quenched with addition of saturated aqueous NH4C1 solution and extracted with EtOAc (50 mL x 3). The aqueous layer was adjusted to pH =1.5 by addition of HC1 and extracted with EtOAc (50 mL x3). The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo to provide the title compound, which was used without further purification.

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

Reference£º
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (97 pag.)WO2016/100157; (2016); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, cas is 936-16-3, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,936-16-3

To a solution of (1-isobutyl-5-phenyl-1H-pyrazol-3-yl)methanol (52.1 mg, 0.226 mmol) in methylene chloride (1 mL) were added PPh3 (146 mg, 0.557 mmol), CBr4 (185 mg, 0.557 mmol) at 0¡ã C., followed by stirring at the same temperature for 30 min to give (1-isobutyl-5-phenyl-1H-pyrazol-3-yl)methyl bromide. When the reaction was completed as measured by TLC (Hexane:EtOAc=4:1), a solution of 1,2-benzisothiazoline-1,1-dioxide (57.1 mg, 0.388 mmol) in N,N-dimethylformamide (1.5 mL) was added dropwise. (0333) Then, drops of potassium carbonate (313 mg, 2.26 mmol) were added at the same temperature to the solution that was then stirred for 3 days. When the reaction was completed as measured by TLC (Hexane:EtOAc=2:1), water was dropped to the reaction mixture. After extraction with ethyl acetate and brine, the organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The concentrate was purified by column chromatography (Hexane:EtOAc=2:1) to afford the title compound (37.8 mg, 44percent percent, white solid). (0334) M.P 129.7-137.3¡ã C.; (0335) 1H NMR (300 MHz, CDCl3) delta 7.86-7.63 (m, 1H), 7.63-7.51 (m, 2H), 7.49-7.37 (m, 6H), 6.42 (s, 1H), 4.56 (s, 2H), 4.41 (s, 2H), 3.96 (d, J=7.5 Hz, 2H), 2.24-2.15 (m, 1H), 0.79 (d, J=6.7 Hz, 6H); (0336) 13C NMR (75 MHz, CDCl3) delta 145.9, 145.6, 136.8, 135.2, 134.0, 133.0, 132.6, 130.8, 129.0, 128.7, 124.6, 121.4, 106.1, 56.8, 49.9, 41.3, 29.6, 19.8

As the rapid development of chemical substances, we look forward to future research findings about 936-16-3

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