Heterocyclic Building Blocks-Isothiazole

87691-88-1,87691-88-1, 3-Piperazinobenzisothiazole hydrochloride is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

E. ‘6-r2- (4-Benzordlisothiazol-3-vl-piperazin-1-vl)-ethvl-3, 4-dihvdro-2H- quinolin-1-vlT-(4-fluorophenvl)-methanone (97); A stirred mixture of the product of Step D (2.00 g, 6.29 mmol), 3-piperazin-1- yl-benzo [agisothiazole hydrochloride (9,1. 82 g, 7.12 mmol), K2CO3 (2.34 g, 16.9 mmol), and Nal (1.00 g, 6.67 mmol) in anhyd CH3CN (60 mL) under N2 was heated to reflux for 3 d, then allowed to cool. The mixture was diluted with EtOAc (300 mL), then washed twice with H20 (300 mL), once with saturated NaCI (100 mL), dried over Na2SO4, filtered, and the solvent was removed in vacuo. The residue was purified by column chromatography (silica gel (150 g), 40-60% EtOAc/hexanes containing 1% Et3N) to give the title compound (2.75 g, 87%) as a sticky oil and solid mixture. The product was dissolved in warm EtOAc (60 mL), then allowed to cool with stirring. A small amount of precipitate was observed after 30 min. The mixture was diluted with hexanes (120 mL) portionwise over 2 h. After stirring an additional hour, the precipitate was collected by suction filtration washing with hexanes, then dried in vacuo at 46 C for 3 d to give the title compound (1.71 g, 54%) as a white amorphous solid: mp 126-129 C ; 1H NMR (300 MHz, CDCl3) 8 7.91 (d, J= 8.1 Hz, 1 H), 7.82 (d, J= 8.1 Hz, 1 H), 7.47 (td, J= 7.6, 1.0 Hz, 1 H), 7.32-7. 41 (m, 3 H), 7.02 (br s, 1 H), 6.91-7. 00 (m, 2 H), 6.76 (dd, J = 8. 2,1. 5 Hz, 1 H), 6.60 (brd, J= 7.7 Hz, 1 H), 3.89 (t, J= 6.5 Hz, 2 H), 3.54-3. 63 (m, 4 H), 2.60-2. 87 (m, 10 H), 2.05 (p, J = 6.6 Hz, 2 H) ; IR (ATR) 2947,2835, 1634,1600, 1504,1374, 1271, 1227 cm-1 ; ESI MS m/z501 [C29H29FN40S + H]+; HPLC >99% (AUC), tR = 14.77 min. Anal. calcd. for C29H29FN40S : C, 69.57 ; H, 5.84 ; N, 11.19. Found: C, 69.36 ; H, 5.86 ; N, 11.03.

87691-88-1 3-Piperazinobenzisothiazole hydrochloride 11521711, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/66165; (2005); A1;,
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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.

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Patent; Jiangsu Guohua Investment Co., Ltd; Shanghai Institute of Pharmaceutical Industry; EP2322520; (2011); A1;,
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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

C. 1-{7-[2-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethyl]-2,3,4,5- tetrahvdro-benzorblazepin-1-vll-ethanone methanesulfonate; A solution of the title compound from step B (602 mg, 2.39 mmol) in CH3CN (20 mL) was treated with 3-piperazin-1-yl-benzo [agisothiazole HCI (683 mg, 2.67 mmol), Nal (406 mg, 2.71 mmol), and K2CO3 (1.09 g, 7.86 mmol). The mixture was heated to reflux under N2 for 43 h, then allowed to cool. The mixture was diluted with H20 (100 mL) and extracted with CH2CI2 (3 x 100 mL). The combined organic layers were dried over Na2SO4, decanted, and the solvent was removed in vacuo. The residue was purified by flash column chromatography (silica gel, EtOAc) to give a white solid residue (430 mg, 0.99 mmol, 41%). The residue was dissolved in EtOAc (10 mL) and treated with a solution of CH3SO3H in Et20 (0.5 mL, 2M, 1 mmol). After stirring for 5 min, the resulting precipitate was isolated by filtration, washed with Et20 (3 x 10 mL), and dried in a vacuum oven at 50 C for 3 d to give the title compound (465 mg, 89%) as a white powder: mp 189-190 C (dec) ;’H NMR (300 MHz, CDCI3) 8 11.. 76 (s, 1 H), 7.85 (t, J = 7. 8 Hz, 2 H), 7.51-7. 56 (m, 1 H), 7.39-7. 45 (m, 1 H), 7.14-7. 18 (m, 2 H), 7.08 (d, J= 7.8 Hz, 1 H), 4.66-4. 70 (m, 1 H), 4.11-4. 20 (m, 2 H), 3.95-4. 03 (m, 2 H), 3.68 (d, J = 11.3 Hz, 2 H), 3.13-3. 34 (m, 6 H), 2.91 (s, 3 H), 2.68-2. 78 (m, 2 H), 2.51-2. 59 (m, 1 H), 1.74-2. 00 (m, 3 H), 1.83 (s, 3 H), 1.32-1. 40 (m, 1 H); ESI MS m/z 435 [C25H30N40S + H] + ; Rr 0. 35 (silica gel, 95: 5 EtOAc/MeOH); HPLC) >99% (AUC), tR = 12.68 min. Anal. Calc’d for C25H3oN40S’CH3SOsH : C, 58.84 ; H, 6.46 ; N, 10.56. Found: C, 58.56 ; H, 6.49 ; N, 10. 31.

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
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24340-77-0, 4-Bromoisothiazole is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of t-butyl 5-(2,2-dimethylbutyl)-2-{2-[4-(4,4,5,5-tetramethyl- 1,3,2- dioxaborolan-2-yl)phenyl]ethyl} lH-imidazole-l-carboxylate (intermediate 8, 3.59 g, 7.45 mmol), 4-bromoisothiazole (2.44 g, 14.90 mmol), l,r-bis(diphenylphosphino)ferrocene- palladium dichloride dichoromethane complex (1:1) (608 mg, 0.745 mmol), potassium carbonate (5.15 g, 37.25 mmol) and DME (35 mL) was degassed and filled with nitrogen. After stirring at 80C overnight, the mixture was cooled and partitioned between water (50 mL) and ethyl acetate (50 mL). The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3x). The combined organic extracts were washed by water, brine, dried over MgSO4, filtered and concentrated. The residue was purified by silica gel chromatography (eluting with 5 to 20% ethyl acetate in hexanes) to afford t-butyl 5-(2,2-dimethylbutyl)-2-[2-(4-isothiazol-4- ylphenyl)ethyl]-lH-l-carboxylate. LCMS: found m/e 440 (M+eta)+.

24340-77-0, As the paragraph descriping shows that 24340-77-0 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2008/51405; (2008); A1;,
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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, D. 1- (2-Acetvl-2, 3-dihvdro-1 H-isoindol-5-vl)-3- (4-benzordlisothiazol-3-vl- piperazin-1-vI)-propan-1-one; A mixture (suspension) of 1- (2-Acetyl-2, 3-dihydro-1 H-isoindol-5-yl)-3-chloro-propan- 1-one (2.14 g, 8.84 mmol), 3-piperazin-1-yl-benzo [d] isothiazole hydrochloride (2.49 g, 9.72 mmol), K2CO3 (3.63 g, 26.3 mmol), and Nal (1.40 g, 9.34 mmol) in anhydrous CH3CN (90 mL) under N2 was stirred at 25 OC for 20 h, then the solvent was removed in vacuo. The residue was suspended in H2O, then extracted twice with EtOAc, however a solid remained undissolved in the aqueous phase. The solid was collected by suction filtration, washing and triturating with H20, then dried in a vacuum oven at 50 C for 3 d to give the titled product (2.74 g, 71 %) as a light brown amorphous solid. ESI MS m/z 435 [M+1].

As the paragraph descriping shows that 87691-88-1 is playing an increasingly important role.

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Patent; WARNER-LAMBERT COMPANY LLC; WO2005/66165; (2005); A1;,
Isothiazole – Wikipedia
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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.,936-16-3

General procedure: Potassium carbonate was dissolved in DMF, and 1,2-bezeneisothiazolin-1,1-dioxide (8) (1 equiv.) in dichloromethanewas added to the reaction solution, and stirred for overnight. Then,the reaction mixture was filtered through Celite, and washed with1 N HCl and saturated sodium hydrogen carbonate solution. Residualsolution was dried over magnesium sulfate, and concentratedin vacuo, and purified by column chromatography to afford the titlecompound.

The synthetic route of 936-16-3 has been constantly updated, and we look forward to future research findings.

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Article in Press; Hong, Jin Ri; Choi, Young Jin; Keum, Gyochang; Nam, Ghilsoo; Bioorganic and Medicinal Chemistry; (2017);,
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677304-75-5,677304-75-5, 6-Bromobenzo[d]isothiazole-3-carboxylic acid is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 45; 6-(4-Hvdroxy-2-methyl-phenyl)-benzordlisothiazole-3-carboxylic acid; To a degassed solution of 6-Bromo-benzo[d]isothiazole-3-carboxylic acid (0.42g, 1.54mmol), 3-Methyl-4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl-phenol (0.54, 2.3 lmmol), 2-Dicyclohexylphosphino-2′,6′-dimethoxy- 1 , 1 ‘-biphenyl (0.064g, 0.154mmol), and potassium phosphate (0.7 Ig, 3. lmmol) in dioxane (8mL) and water (4mL) is added Pd(OAc)2 (6.5mg, 0.03mmol). The reaction is degassed again and heated to 80 degrees for 18 h. The reaction is cooled to room temperature and concentrated under reduced pressure. The material is diluted with EtOAc and IN HCl. The layers are separated and concentrated under reduced pressure. The crude material is diluted with 20 mL of MeOH and 2 mL H2SO4 and heated to reflux for 2 h. The reaction is concentrated onto silica and purified using a gradient of 20 to 50% EtOAc in Hexanes to yield the title compound (0.12g, 26% yield). ES/MS m/e 300.0 (M+l).

The synthetic route of 677304-75-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2007/140174; (2007); A2;,
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87691-88-1,87691-88-1, 3-Piperazinobenzisothiazole hydrochloride is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 63 3-(4-(1-(1,2-Benzisothiazol-3-yl)-4-piperazinyl)butyl)-5-(2,2,2-trifluorethyl)-4-thiazolidinone hydrochloride A mixture of 3-(4-bromobutyl)-5-(2,2,2-trifluoroethyl)-4-thiazolidinone (3.20 g), 1-(1,2-benzisothiazol-3-yl)piperazine hydrochloride (2.81 g), K2 CO3 (4.83 g) and NaI (250 mg) in acetonitrile (280 ml) was heated at 70 C. for 15 hours and the product was processed in substantially the same manner as in Example 10 to afford 2.30 g of crystals, m.p. 188-200 C. ANALYSIS: Calculated for C20 H25 F3 N4 OS2 ¡¤HCl: 48.52% C; 5.29% H; 11.32% N; 7.16% Cl. Found: 48.51% C; 5.32% H; 11.20 % N; 7.28% Cl.

As the paragraph descriping shows that 87691-88-1 is playing an increasingly important role.

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Inc.; US4933453; (1990); A;,
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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 6 The mixture of 2.1 g of 4-(1,2-benzisothiazol-3-yl)piperazine hydrochloride, 2.0 g of 3-(3-chloropropionyl)-2-methyl-4,6,7,8-tetrahydro-5H-thieno[3,2-b]azepin-5-one, 2,2 g of potassium carbonate and 1.2 g of potassium iodide in 15 ml of N,N-dimethylformamide and 15 ml of toluene was stirred at 60 C. for 5 hours. After the mixture was cooled in a water bath, water was added thereto and the mixture was extracted with ethyl acetate. The organic layer was washed with saline solution, dried over magnesium sulfate and concentrated. The residue was purified by column chromatography on a silica gel, dissolved in isopropyl alcohol and crystallized from isopropyl alcohol-isopropyl ether. The resulting crystals were recrystallized from ethanol to give 1.30 g of 3-(3-(4-(1,2-benzisothiazol-3-yl)piperazin-1-yl)propionyl)-2-methyl-4,6,7,8-tetrahydro-5H-thieno[3,2-b]azepin-5-one as white crystals, m.p. 146-147 C.

As the paragraph descriping shows that 87691-88-1 is playing an increasingly important role.

Reference£º
Patent; Yoshitomi Pharmaceutical Industries, Ltd.; US5532240; (1996); A;,
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936-16-3, 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide is a isothiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,936-16-3

General procedure: To the mixture of the precursor 10(2.26 g, 10.1 mmol, 1.5 equiv) and tert-butyl 1,2,5-thiadiazolidine-2-carboxylate 1,1-dioxide (1.50 g, 6.75 mmol, 1.0 equiv) in dry DMF(10 mL), was added Cs2CO3 (6.60 g, 20.25 mmol, 3.0 equiv). Themixture was stirred at room temperature overnight, and thenextracted with ethyl acetate. The organic phase was washed withsaturated NaHCO3 and brine, dried over anhydrous Na2SO4, filteredand concentrated. The resulting residue was purified via silica gelchromatography to give 11a as colorless oil (1.96 g, 79%).

The synthetic route of 936-16-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Chen, Shulun; Guo, Wei; Liu, Xiaohua; Sun, Pu; Wang, Yi; Ding, Chunyong; Meng, Linghua; Zhang, Ao; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 38 – 55;,
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