Analyzing the synthesis route of 7716-66-7

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

7716-66-7,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.

10.2 grams of piperidine,Mix 4.0 g of 3-chloro-1,2-benzothiazole and 10 ml of ethanol and mix at 80 ¡ã C under refluxAfter 18 hours, it was cooled, poured into water, separated with 100 ml of water and 200 ml of toluene, and the organic phase was washed with 100 ml of water. Dry, filter, concentrate to 20 ml, and refrigerate overnight (0-5 ¡ã C) in the refrigerator. Precipitation appeared, filtered to give a white solid, yield79.6percent.

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

Reference£º
Patent; Capital University of Medical Sciences; Jin Zengliang; Gao Nana; Zheng Yuanyuan; Xu Huanli; Li Xiaorong; Xiong Jie; (20 pag.)CN108440520; (2018); A;,
Isothiazole – Wikipedia
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Extracurricular laboratory: Synthetic route of 7716-66-7

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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

(a) 3-(1-PIPERAZINYL)-1,2-BENZOISOTHIAZOLE STR50 A mixture of 3-chloro-1,2-benzisothiazole (37.8 g., 0.235 mole) and piperazine (304.2 g., 3.53 mole) is heated under an argon atmosphere for a period of 20 hr. at 120¡ã C. in a closed reactor. The reaction mixture is dissolved in 2 liters of water and the aqueous solution repeatedly extracted with methylene chloride. Extracts are combined, dried over magnesium sulfate and concentrated in vacuo. Residual material is taken up in ether, filtered and concentrated in vacuo to afford 24.4 g. (47percent) of 3-(1-piperazinyl)-1,2-benzisothiazole free base as a viscous oil. A sample of the free base converted to the hydrochloride salt in ether with ethanolic hydrogen chloride and crystallized from methanol-ethanol affords analytically pure 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride, m.p. 280¡ã C. (dec.). Anal. Calcd. for C11 H13 N3 S.HCl: C, 51.66; H, 5.52; N, 16.43. Found: C, 51.34; H, 5.46; N, 16.16.

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

Reference£º
Patent; Mead Johnson & Company; US4487773; (1984); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Extracurricular laboratory: Synthetic route of 7716-66-7

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

An eggplant type flask was charged with 3-chloro(1,2-benzisothiazole) (14 g, 200 mmol) and piperazine anhydride (6.8 g, 40 mmol) and heated at 125 ¡ã C. for 24 hours. After completion of the reaction, 52 ml of ice- In addition, quench, add 3.2 g of 50percent NaOH solution, stir for 5 min, extract with CH 2 Cl 2 50 ml * 3, wash the organic layer with 50 ml each of ice water * 2, 50 ml * 2 of saturated brine * 2 and anhydrous MgSO4 To give 4- (1,2-benzisothiazol-3-yl)piperazine.

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Reference£º
Patent; JIANGSU HENGYI PHARMACEUTICAL COMPANY LIMITED; SHANGHAI INSTITUTE OF PHARMACEUTICAL INDUSTRY; Li, JIANQI; PENG, SHAOPING; CAI, WANGPING; GAO, KAI; (39 pag.)JP5714152; (2015); B2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Brief introduction of 7716-66-7

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

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

Preparation 3 3-(1-Piperazinyl)-1,2-benzisothiazole * hydrochloride Anhydrous piperazine (49.4g, 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 tunnel. After the flask was purged with nitrogen, it was heated to 100¡ãC in an oil bath. A solution of 3-chloro-1,2-benzisothiazole (19.45g, 0.11 mol) in t-butanol (10 mL) was added to the addition tunnel, and then slowly added to the reaction flask over 20 minutes to moderate an exothermic reaction (112 – 118¡ãC). Once addition was complete the yellow solution was heated to reflux (121¡ãC) and then maintained at reflux for 24 hours. Thin-layer chromatography showed that the reaction was complete. The reaction mixture was cooled to 85¡ãC 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¡ãC to 90 mL. Isopropanol (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¡ãC, granulated for 45 min, and then filtered. The filter cake was washed with cold isopropanol (50 mL) and then dried in vacuo at 40¡ãC to afford 23.59g (80percent yield) of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride as an off white solid.

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

Reference£º
Patent; PFIZER INC.; EP790236; (1997); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Application of 1-Phenyl-1,2,3,4-tetrahydroisoquinoline

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A common heterocyclic compound, the isothiazole compound, name is 3-Chlorobenzo[d]isothiazole,cas is 7716-66-7, mainly used in chemical industry, its synthesis route is as follows.,7716-66-7

(a) 3-(1-PIPERAZINYL)-1,2-BENZOISOTHIAZOLE STR50 A mixture of 3-chloro-1,2-benzisothiazole (37.8 g., 0.235 mole) and piperazine (304.2 g., 3.53 mole) is heated under an argon atmosphere for a period of 20 hr. at 120 C. in a closed reactor. The reaction mixture is dissolved in 2 liters of water and the aqueous solution repeatedly extracted with methylene chloride. Extracts are combined, dried over magnesium sulfate and concentrated in vacuo. Residual material is taken up in ether, filtered and concentrated in vacuo to afford 24.4 g. (47%) of 3-(1-piperazinyl)-1,2-benzisothiazole free base as a viscous oil. A sample of the free base converted to the hydrochloride salt in ether with ethanolic hydrogen chloride and crystallized from methanol-ethanol affords analytically pure 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride, m.p. 280 C. (dec.). Anal. Calcd. for C11 H13 N3 S.HCl: C, 51.66; H, 5.52; N, 16.43. Found: C, 51.34; H, 5.46; N, 16.16.

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

Reference£º
Patent; Mead Johnson & Company; US4487773; (1984); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Some tips on 7716-66-7

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

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, PREPARATION 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. Isopropanol (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.

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

Reference£º
Patent; Pfizer Inc.; US5935960; (1999); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Application of Methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride

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A common heterocyclic compound, the isothiazole compound, name is 3-Chlorobenzo[d]isothiazole,cas is 7716-66-7, mainly used in chemical industry, its synthesis route is as follows.,7716-66-7

(1) A dry 2-neck 500mL RBF was charged with 21percent sodium ethanolate (46.2 ml, 124 mmol), diluted with 151 mL absolute EtOH, cooled in an ice bath and treated dropwise with diethyl malonate (18 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 4M HCl/dioxane. The resulting 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 (?20g) which were recrystallized from ethanol/water and dried in a vacuum oven at 60¡ãC for 3 hrs affording 19.9 g (76percent yield) of the ethyl 3-aminobenzo[b]thiophene-2-carboxylate.

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Reference£º
Patent; Universal Display Corporation; Joseph, Scott; Boudreault, Pierre-Luc T.; Dyatkin, Alexey Borisovich; Li, David Zenan; Xia, Chuanjun; Yamamoto, Hitoshi; EP2910555; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Application of (1R,2S)-2-Amino-1,2-diphenylethanol

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

A common heterocyclic compound, the isothiazole compound, name is 3-Chlorobenzo[d]isothiazole,cas is 7716-66-7, mainly used in chemical industry, its synthesis route is as follows.,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

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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

 

Downstream synthetic route of 7716-66-7

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

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 3-chlorobenzo[d]isothiazole (1.0 g, 5.9 mmol) in chlorosulfonic acid (2 mL) was heated at 150 “C for 2.5h. The resulting reaction mixture was then cooled to room temperature and thionyl chloride (0.9 mL, 12.3 mmol) was added. The resulting yellow solution was heated at 150 “C for 2h, allowed to cool to room temperature and poured over ice. The aqueous reaction mixture was then extracted with ethyl acetate, dried over EPO anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give a pale yellow oil which crystallized into an off-white solid upon standing at -20 0C (1.43 g). MW=267 confirmed by LC-MS, t,.= 4.17 min (Method B) MH+=268.

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

Reference£º
Patent; RIGEL PHARMACEUTICALS, INC.; WO2006/91858; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Simple exploration of 7716-66-7

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

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

EXAMPLE 1 3-(1-Piperazinyl)-1,2-benzisothiazole STR26 A mixture of 3-chloro-1,2-benzisothiazole (37.8 g., 0.235 mole) and piperazine (304.2 g., 3.53 mole) is heated under an argon atmosphere for a period of 20 hr. at 120¡ã C. in a closed reactor. The reaction mixture is dissolved in 2 liters of water and the aqueous solution repeatedly extracted with methylene chloride. Extracts are combined, dried over magnesium sulfate and concentrated in vacuo. Residual material is taken up in ether, filtered and concentrated in vacuo to afford 24.4 g. (47percent) of 3-(1-piperazinyl)-1,2-benzisothiazole free base as a viscous oil. A sample of the free base converted to the hydrochloride salt in ether with ethanolic hydrogen chloride and crytallized from methanol-ethanol affords analytically pure 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride, m.p. 280¡ã C. (dec.). Anal. Calcd. for C11 H13 N3 S.HCl: C, 51.66; H, 5.52; N, 16.43. Found: C, 51.34; H, 5.46; N, 16.16.

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

Reference£º
Patent; Mead Johnson & Company; US4411901; (1983); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com