Month: November 2020

822-82-2, Isothiazole-4-carboxylic acid is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,822-82-2

A mixture of l-[(5R)-5-oxido-4-(tetrahydropyran-4-ylamino)-6,7-dihydrothieno[3,2- d]pyrimidin-5-ium-2-yl]azetidin-3-ol (50 mg, 0.154 mmol), 4-isothiazolecarboxylic acid (29.9 mg, 0.231 mmol), DMAP (3.8 mg, 0.031 mmol) and EDAC (44.3 mg, 0.231 mmol) in DCM (2 mL) was shaken in a sealed vial at 50 C for 1 hour. Prep-HPLC purification (acidic) afforded the title compound as off-white solid. 1H NMR (Chloroform-d) delta: 9.36 (s, 1H), 8.94 (s, 1H), 6.37 (d, J = 7.3 Hz, 1H), 5.52 (tt, J = 6.6, 4.1 Hz, 1H), 4.58 (ddd, J = 10.7, 6.6, 1.4 Hz, 2H), 4.39 – 4.17 (m, 3H), 4.08 – 3.94 (m, 2H), 3.66 (dt, J = 17.2, 7.8 Hz, 1H), 3.54 – 3.45 (m, 2H), 3.40 (dt, J = 13.5, 8.1 Hz, 1H), 3.18 – 3.05 (m, 2H), 1.99 – 1.89 (m, 2H), 1.71 (dtd, J = 12.9, 11.5, 4.5 Hz, 1H), 1.62 (dtd, J = 13.0, 11.5, 4.6 Hz, 1H)HPLC-Retention time (XE Metode 7 CM) : 1.81 minutes. Detected “M + l”-mass: 436.10.

The synthetic route of 822-82-2 has been constantly updated, and we look forward to future research findings.

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

As a common heterocyclic compound, it belong isothiazole compound,Isothiazole,288-16-4,Molecular formula: C3H3NS,mainly used in chemical industry, its synthesis route is as follows.,288-16-4

Under nitrogen, compound l (20 g, 0.235 mol) was added to dry 100 ml of ether and stirred and dissolved(0.24 mol 1) was added dropwise thereto at a temperature below 0 C, and the mixture was kept at 0 C or less during the dropwise addition.Temperature reaction until no compound 1.To the reaction solution was added dropwise bromine (0.5 mol)During the dropping process, it is kept below 0 C,After the dropwise addition, slowly rise 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 treated with ether (200 ml * 3)After extraction,Combined organic phase,Sodium dithionite solution (100 ml * 2),Dried over anhydrous sodium sulfate,Filtered and concentrated to dry,To give a yellow oily compound.

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

Reference£º
Patent; Tianjin Jinyao Group Co., Ltd.; Li Jing; He Guangjie; Yang Xinyi; Wang Shuli; Chen Liying; Hu Xiaoyun; Sun Liang; (35 pag.)CN106890141; (2017); 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

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

4-Bromoisothiazole, cas is 24340-77-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,24340-77-0

l-<4-Meth l-pyridin-3-yl )-i?uda/olidin-2-one ( I- 14b: I SOiug. 0.847mmol) was reacted with 4-bromo~isothiazole ( 166tng, 1.01 nunol ). 1. 4-dioxane ( 15ml ), copper iodide ( l6.09mg. O.U847mmol). trans- 1 ,2-diamino cyciohcxane (29mg, 0.254mmol) and potassium phosphate <540mg. 2.541 mnu>? to afford the crude product. Purification by column chromatography on silica gel (2% McOH in CHCh) afforded ) 20mg of the product (54.54’J¡ã yield). 1H NMR (C DCh. 300 MI b): 6 8.82 (s, 111), 8.65-8.25 (m. 3H). 7.4-7.1 (m> H D.4.20-3.95 (in, 4H). 2.19 (s, 311)I CMS purit) : 97.95%, mi? 261.0 (M 1 1) HPl C: 96.08%

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

Reference£º
Patent; NOVARTIS AG; BOCK, Mark G.; GAUL, Christoph; GUMMADI, Venkateshwar Rao; SENGUPTA, Saumitra; WO2010/149755; (2010); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO395,mainly used in chemical industry, its synthesis route is as follows.,111248-89-6

f. 5-bromo-1,3-dihydrobenzo[c]isothiazole 2,2-dioxide 1,3-Dihydro-benzo[c]isothiazole 2,2-dioxide (0.50 g, 3.14 mmol, 1.00 eq.) was solubilized in acetic acid (5 mL) at rt under nitrogen atmosphere. Bromine (0.45 g, 3.14 mmol, 1.00 eq.) in acetic acid (5 mL) was added dropwise over 5 minutes and the reaction mixture was stirred for 0.5 h. Potassium acetate (0.28 g, 3.14 mmol, 1.00 eq.) was added and the reaction mixture was concentrated to dryness. The residue was taken in 2% NaHCO3 solution and stirred for 10 minutes. This solution was acidified to pH 2 using conc. HCl (2.5 mL) and extracted with MTBE (50 mL). The MTBE layer was washed with water (50 mL), brine solution (25 mL), dried over Na2SO4 and concentrated to get the crude product as brown solid. The crude product was triturated with petroleum ether (10 mL), filtered to a light brown solid (HPLC purity app. 86%) which was further purified by column chromatography using 60-120 mesh silica gel, 15% ethyl acetate in petroleum ether as eluent to get a yellow solid (HPLC purity app. 90%). The resulting product was then triturated with ethanol (5 mL), filtered and dried to get the title compounds as light yellow solid (0.35 g, 47.7%, 94% purity).

With the synthetic route has been constantly updated, we look forward to future research findings about 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide,belong isothiazole compound

Reference£º
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

General procedure: [1-(tert-Butyl)-5-{4-(piperidin-1-yl)phenyl}-1H-pyrazol-3-yl]methanol (54.9 mg, 0.18 mmol) was reacted with tripheny phosphine(93.1 mg, 0.36 mmol) and carbontetrabromide (121 mg,0.37 mmol) for 1 h. at 0 C. Without purification, the reaction mixturewas added to compound 8 (27.3 mg, 0.16 mmol) in DMF, andstirred for overnight. Then the reaction mixture was extracted withethyl acetate. The organic layer was dried over magnesium sulfate,filtered, concentrated in reduced pressure, and purified by columnchromatography (Hex: EtOAc = 4: 1 then 1: 1) to give title compound(15.2 mg, 20percent). 1H NMR (300 MHz, CDCl3) d 7.89 (d, J = 7.9 Hz, 1H), 7.64?7.52(m, 2H), 7.40 (d, J = 7.1 Hz, 1H), 7.30?7.17 (m, 2H), 6.29 (d,J = 8.7 Hz, 2H), 6.22 (s, 1H), 4.52 (s, 2H), 4.46 (s, 2H), 3.26?3.23(m, 4H), 1.79?1.74 (m, 4H), 1.67?1.63 (m, 2H), 1.49 (s, 9H).; 13CNMR (75 MHz, CDCl3) d 151.9, 144.4, 143.3, 135.4, 134.3, 132.5, 131.1, 128.9, 124.5, 123.7, 121.4, 114.9, 109.0, 61.0, 50.0, 41.4,31.2, 25.7, 24.3.

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide

Reference£º
Article in Press; Hong, Jin Ri; Choi, Young Jin; Keum, Gyochang; Nam, Ghilsoo; Bioorganic and Medicinal Chemistry; (2017);,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is Isothiazole-5-carboxylic acid, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 10271-85-9, its synthesis route is as follows.,10271-85-9

General procedure: The target compounds were synthesized using the procedure given in literature by refluxing aryl/heteroaryl acids with carbohydrazide 4a or 4b in phosphorous oxychloride. The reaction was monitored with the help of TLC to check its completion. After completion of reaction, the mixture was poured over crushed ice and allowed to precipitate. The precipitate was vacuum filtered, dried and recrystallized from methanol. Column chromatography was done on using n-hexane: ethylacetate mixture (7:3). Solvent was evaporated invacuo using rotary evaporator to obtain pure product.

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole-5-carboxylic acid

Reference£º
Article; Rane, Rajesh A.; Bangalore, Pavankumar; Borhade, Sheetal D.; Khandare, Preeti K.; European Journal of Medicinal Chemistry; vol. 70; (2013); p. 49 – 58;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO223,mainly used in chemical industry, its synthesis route is as follows.,7716-66-7

3-Chloro-1 ,2-benzisothiazole (147 mg, 0.87 mmol) was added to a solution of the piperidine of preparation 60 (200 mg, 0.72 mmol) in acetonitrile (20 mi). 1 ,8-Diazabicyclo[5.4.0]undec-7-ene (111 mul, 0.72 mmol) was added, and the reaction mixture was then stirred at room temperature for 48 hours. It was then concentrated under reduced pressure and the crude product was purified by EPO column chromatography on silica gel using dichloromethane/methanol/aqueous ammonia as eluant (90:10:1 v/v/v) to yield the title compound (290 mg, 98percent) as a solid.1H NMR (400MHz, CD3OD): delta 1.80-1.85 (m, 2H), 2.00-2.10 (m, 2H), 2.23 (s, 3H), 2.57 (m, 1 H), 2.85-2.91 (m, 2H), 3.23-3.28 (m, 2H), 7.32 (t, 1 H), 7.43 (d, 2H), 7.61-7.68 (m, 4H), 7.74 (d, 1 H); LRMS APCI+ m/z 410 [MH]+.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Chlorobenzo[d]isothiazole,belong isothiazole compound

Reference£º
Patent; PFIZER LIMITED; WO2006/114706; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

4-Bromoisothiazole, cas is 24340-77-0, it is a common heterocyclic compound, the isothiazole compound, its synthesis route is as follows.,24340-77-0

A solution of 5,7-dimethyl-N-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenyl)pyrazolo[l,5-a]pyrimidine-3-carboxamide 6 (286 mg, 0.73 mmol) in DMF (5 mL) was charged with 4-bromoisothiazole (100 mg, 0.60 mmol), potassium acetate (179 mg, 1.8 mmol) and Pd(dppf)Cl2DCM adduct (49 mg, 0.06 mmol) under argon at room temperature. The reaction mixture was heated to 100C for 16 h. The reaction mixture was quenched with water (5 mL), extracted with ethyl acetate (3 X 10 mL) and concentrated under vacuum to obtain crude compound. The crude compound was purified by FCC (eluent, 3-5% methanol in DCM) to afford the title compound as an off-white solid (50 mg, 23%).XH NMR (400 MHz, CDCI3) delta 10.24 (s, 1H), 8.79 (s, 1H), 8.71 (s, 1H), 8.68 (s, 1H), 7.84 (d, J=8.57 Hz, 2H), 7.61 (d, J=8.57 Hz, 2H), 6.78 (s, 1H), 2.83 (s, 3H), 2.74 (s, 3H). ES-MS m/z 350.20 (M+H)+. HPLC purity 99.1%.

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

Reference£º
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; LANSBURY, Peter, T.; GOOD, Andrew, C.; BOURQUE, Elyse, Marie Josee; (139 pag.)WO2016/73895; (2016); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is 3-Chlorobenzo[d]isothiazole, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 7716-66-7, its synthesis route is as follows.,7716-66-7

To a solution of 3-chlorobenzo[d]isothiazole (0.5 00 g, 2.941 mmol) in sulphuric acid (5 mL) was added potassium nitrate (272 mg, 2.69 mmol) portion wise at 0-5¡ãC. The reaction mass was stirred at rt for 12 h. The reaction mass was quenched with water and the precipitate obtained was filtered. The precipitate was purified by column chromatography to afford 220 mg of the title product. 1H NMR (300 MHz, CDC13): delta 8.59 (d, J = 7.8 Hz, 1H), 8.40 (d, J = 7.8 Hz, 1H), 7.76 (t, / = 7.8 Hz, 1H).

With the complex challenges of chemical substances, we look forward to future research findings about 3-Chlorobenzo[d]isothiazole

Reference£º
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; PAWAR, Mahesh Yashwant; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/38308; (2013); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com