Category: 7716-66-7

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

EXAMPLE 3 3-(1-Piperazinyl)-1,2-benzisothiazole¡¤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 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 C.). Once addition was complete the yellow solution was heated to reflux (121 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 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 50% 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 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 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 C. to afford 23.59 g (80% yield) of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride as an off white solid.

As the rapid development of chemical substances, we look forward to future research findings about 7716-66-7

Reference£º
Patent; Pfizer, Inc.; US6111105; (2000); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

7716-66-7, 3-Chlorobenzo[d]isothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7716-66-7, Preparation Example 20: 3-(4-(Benzo[d]isothiazoI-3-yl)piperazin-l- yl)propan-l-amine dihydrochloride; A mixture of piperazine (10.2 g, 0.118 mmol) and 3-chloro-l ,2- benzisothiazole (4.0 g, 0.024 mmol) in t-BuOH (4 mL) was refluxed overnight. The reaction mixture was poured into water (100 mL) and extracted with toluene (200 mL). The organic phase was dried over MgSO4 and evaporated until about 20 mL remained, under vacuum. The resulting suspension was cooled at 0-5 0C overnight. The precipitate was filtered and dried under vacuum to provide 3-(piperazin- l-yl)benzo[d]isothiazole as an intermediate (3.36 g, 15.4 mmol, 65 percent). MH+ 220A mixture of 3-(piperazin-l-yl)benzo[-i]isothiazole (1.75 g, 8.0 mmol), N-(3-bromopropyl)-phthalimide (1.96 mmol, 7.3 mmol) and K2CO3 (2.21 g, 16.0 mol) in DMF (10 mL) was stirred at 80 0C for 3 hours. The reaction mixture was poured into water (100 mL) and extracted with ethyl acetate (150 mL). The organic phase was dried over MgSO4 and evaporated under vacuum. The residue was further purified by flash column chromatography to provide 2-(3-(4- (benzo[d]isothiazol-3-yl)piperazin-l-yl)propyl)isoindoline-l ,3-dione as an intermediate (1.49 g, 3.67 mmol, 50 percent).To a solution of 2-(3-(4-(benzo[y]isothiazol-3-yl)piperazin-l- yl)propyl)isoindoline- l ,3-dione (1.49 g, 3.67 mmol) in EtOH (25 mL) was added Hydrazine monohydrate (2.5 mL). The mixture was stirred at 80 0C for 1-2 hours and cooled to room temperature. The reaction mixture was poured into water (100 mL) and extracted with DCM (150 mL). The organic phase was dried over MgSO4 and evaporated under vacuum. The residue was redissolved in ether (20-30 mL) and HCl solution (3 mL, 2M in ether) was added to the solution. The resulting precipitate was collected on a filter funnel and dried under vacuum to provide the title compound as HCl salt form (1.1 g, 3.15 mmol, 86 percent).1R NMR (400 MHz, CD3OD3) delta 8.04 (d, J = 8.4 Hz, IH), 7.94 (d, J = 8.0 Hz, IH), 7.55 (t, J = 7.2 Hz, IH), 7.45 (t, J = 7.6 Hz, IH), 4.24- 4.14 (br, 2H), 3.85 (t, J = 7.2 Hz, IH), 3.76-3.66 (br, 2H), 3.59-3.32 (m, 9H), 3.08 (t, J = 7.6 Hz, IH), 2.34-2.30 (m, IH), 2.25-2.17 (m, 2H).MH+ 277

7716-66-7 3-Chlorobenzo[d]isothiazole 598190, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; GREEN CROSS CORPORATION; LEE, Jinhwa; KANG, Suk Youn; PARK, Eun-Jung; SONG, Kwang-Seop; KIM, Min Ju; SEO, Hee Jeong; LEE, Suk Ho; KIM, Jeongmin; PAE, Ae Nim; PARK, Woo-Kyu; WO2010/38948; (2010); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

7716-66-7, 3-Chlorobenzo[d]isothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7716-66-7, a) A mixture of 32 parts of ethyl 1-piperazinecarboxylate, 17 parts of 3-chloro-1,2-benzisothiazole and 45 parts of N , N -dimethylacetamide was stirred for 0.5 hour at 150¡ãC. After cooling to 50¡ãC, the reaction mixture was poured into ice water. The aqueous layer was decanted and the oily layer was stirred again in water. The product from the oily layer was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated, yielding 13 parts (44percent) of ethyl 4-(1,2-benzisothiazol-3-yl)-1-piperazinecarboxylate as a residue (interm. 12).

The synthetic route of 7716-66-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA N.V.; EP398425; (1990); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

7716-66-7, 3-Chlorobenzo[d]isothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7716-66-7, A solution of the product from step b) (200 mg) and 3-chloro-1, 2-benzisothiazole (171mg) in NMP (2ml) and 4M hydogen chloride in dioxan (0.2 ml) was stirred at [140¡ãC] overnight and then at [150 ¡ãC] for 1 hour. and evaporated. The residue was taken up in ethyl acetate, washed with brine (3X), dried [(MGSO4)] and evaporated. The residue was purified by silica chromatography using 20percent acetone in isohexane as eluent to give the title compound (219 mg). MS: APCI (-ve): 331 [[M+H] +] [APOS;H] NMR (DMSO-d6) [8] 8.33 [(1H,] s), 8.01 [(1H,] d), 7.66 [(1H,] d), 7.56 [(1H,] t), 7.39 [(1H,] t), 6.99 [(1H,] d), 2.34 (3H, s), 1.79 (3H, d).

7716-66-7 3-Chlorobenzo[d]isothiazole 598190, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; WO2003/101981; (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.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

7716-66-7,7716-66-7, 3-Chlorobenzo[d]isothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2)Preparation of 4-(1,2-benzisothiazol-3-yl)-1-piperazine3-chloro-(1,2-benzisothiazole) (14g, 200 mmol) and anhydrous piperazine (6.8g, 40 mmol) are placed in an egg type flask and heated at 125¡ãC for 24 hours.After completion of reaction, 52 ml of an ice-water mixture is added for quenching the reaction.The mixture is further added with 3.2g of 50percent NaOH solution, stirred 5 minutes and extracted with CH2Cl2 (50ml*3).The organic layer is washed with an ice-water mixture (50ml*2) and saturated saline (50ml*2), and dried over anhydrous MgSO4 to obtain 4-(1,2-benzisothiazol-3-yl)-1-piperazine.

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

Reference£º
Patent; Jiangsu Guohua Investment Co., Ltd; Shanghai Institute of Pharmaceutical Industry; EP2322520; (2011); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

7716-66-7, 3-Chlorobenzo[d]isothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

7716-66-7, General procedure for synthesis of 3-(piperazin-1-yl)benzo[d]isothiazole The compound 3-chloro-1, 2-benzisothiazole (1 mmol) was allowed to react with piperazine (1.2 mmol) in Ethanol at 80 ¡ãC for 36 h. Then reaction mixture was concentrate and RM was dissolved in ethyl acetate and washed with water. Ethylacetate layer dried with Na2SO4 and concentrate them and get 3-(piperazin-1-yl)benzo[d]isothiazole. White solid, 85percent yield, mp 215-217 ¡ãC, 1H NMR (400 MHz, CDCl3): delta = 7.42 (t, J = 7.2 Hz, 1H), 7.29 (m, 3H), 4.14 (t, J = 4.8 Hz, 4H), 3.15 (t, J = 4.8 Hz, 4H); 13C NMR (100 MHz, DMSO+CDCl3): 166.8, 156.2, 135.8, 128.5, 127.6, 125.2, 124.9, 119.8, 53.6, 49.2, 46.6, 45.1, 7.1. MS calcd for C19H20N4OS2: 219.31. Found: 220.33, (M+); Anal. Calcd for C19H20N4OS2: C, 60.24; H, 5.97; N, 19.16; S, 14.62; Found: C, 60.25; H, 5.99; N, 19.13; S, 14.61.

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

Reference£º
Article; Reddy, Kummetha Indrasena; Srihari, Konduri; Renuka, Janupally; Sree, Komanduri Shruthi; Chuppala, Aruna; Jeankumar, Variam Ullas; Sridevi, Jonnalagadda Padma; Babu, Kondra Sudhakar; Yogeeswari, Perumal; Sriram, Dharmarajan; Bioorganic and Medicinal Chemistry; vol. 22; 23; (2014); p. 6552 – 6563;,
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, 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]+.

The synthetic route of 7716-66-7 has been constantly updated, and we look forward to future research findings.

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

7716-66-7,7716-66-7, 3-Chlorobenzo[d]isothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Piperazine (508.8 g) and Tert. Butanol (200 ml) were placed in round bottom flask (RBF) and then the resulting solution heated up to 90 to 100 degree C. 3-chloro-1,2-benzisothiozole (40 g) was added to the solution 5 times with in time interval of 5 to 20 minutes at the same temperature. Temperature was raised up to 110 to 130 degree C. and maintained for 16 hours. After confirmation of the completion of the reaction by TLS (Thin Layer Chromatography), the resulting solution was cooled to 80 to 90 degree C. followed by addition of water (800 ml). The above mixture was cooled to 25 to 35 degree C. and was filtered to remove the solid particles. Water (100 ml) was added to the filtrate and then pH was raised to 12-14 with caustic lye (75 ml). Toluene (400 ml) was added to the alkaline solution the resulting bi-phasic mixture was stirred vigorously for 15 to 30 minutes at 25 to 35 degree C. Organic layer separated and the aqueous layer was multiply extracted with toluene followed by combing all organic layers. The combined organic layer was washed with water (200 ml). Active carbon (10 g) was added to the washed organic layer and then filtered out the carbon. The organic solvent was evaporated till the volume reaches to 150 to 200 ml. The resulting concentrated solution was cooled to 0 to 5 degree C. and maintained for about 2 hours. Separated solids were filtered and then washed with chilled toluene (20 ml). Finally, Isolated compound was dried under reduced pressure to get titled compound 130 to 135 g.

The synthetic route of 7716-66-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; DR. REDDY’S LABORATORIES LIMITED; DR. REDDY’S LABORATORIES, INC.; US2005/49295; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

7716-66-7, 3-Chlorobenzo[d]isothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7716-66-7

A dry 2-neck 500 mL round-bottom flask (RBF) was charged with sodium ethanolate (46.2 mL, 124 mmol), diluted with 151 mL absolute EtOH, cooled in an ice bath and treated dropwise with diethyl malonate (17.98 mL, 118 mmol) under an atmosphere of nitrogen. After stirring for 20 minutes, the ice bath was removed and 3-chlorobenzo[d]isothiazole (20.0 g, 118 mmol) was added in one portion and stirred for 24 hours. The reaction solution was quenched with water, extracted with ether and treated with excess 4 M HCl/dioxane. A pinkish-white precipitate was filtered off, suspended in water, basified with Na2CO3, extracted with ether, washed with water and brine, dried over sodium sulfate, filtered and concentrated to yellow solids (?20 g) which were recrystallized from ethanol/water and dried in a vacuum oven at 60¡ãC for 3 hrs to give ethyl 3-aminobenzo[b]thiophene-2-carboxylate (19.9 g, 76percent yield).

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

Reference£º
Patent; Universal Display Corporation; Xia, Chuanjun; Joseph, Scott; EP2826781; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com