Extracurricular laboratory: Synthetic route of 87691-88-1

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

87691-88-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 8 (700 mg, 2.2 mmol), 9 (817 mg, 3.2 mmol), Nal (651 mg, 4.3 mmol), and triethylamine (1.5 mL, 10.9 mmol) in acetonitrile (50.0 mL), was heated to reflux for 48 h, and allowed to cool. The mixture was concentrated to dryness in vacuo. The residue was suspended in water (50 mL) and sonicated for 5 min, and then filtered through a sintered glass frit. The solid was rinsed with additional water, dried under vacuum, and purified by chromatography (silica gel, gradient 3 – 5 % MeOH in CH2CI2) to provide compound 10 (630 mg, 63 %) as a white solid. 1H NMR (400 MHz, CDCl3): delta 10.75 (br s, 1H), 7.93 (d, 1H), 7.80 (d, 1H), 7.50-7.43 (m, 1H), 7.40-7.35 (m, 1H), 7.29-7.22 (m, 1H), 7.10 (d, 1H), 6.98 (s, 1H), 4.10 (t, 2H), 3.61-3.52 (m, 4H), 3.15 (t, 2H), 3.00 (t, 2H), 2.80-2.72 (m, 4H), 2.70 (t, 2H), 2.29-2.20 (m, 2H), 2.10-2.02 (m, 2H), MS m/z 460.97 [C26H28N4O2S + H]+

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/26864; (2004); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Share a compound : 3-Piperazinobenzisothiazole hydrochloride

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Piperazinobenzisothiazole hydrochloride, 87691-88-1

87691-88-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

N-[4-(2-BROMO-ETHYL)-2-FLUORO-PHENYL]-ACETAMIDE (0.2609 g, 1.00 mmol), 3-piperazin-1-yl-benzo [AGISOTHIAZOLE HYDROCHLORIDE (0.3887 g, 1.52 mmol), potassium carbonate (0.2109 g, 1.53 mmol), potassium iodide (0.1662 g, 1.00 MMOL) and acetonitrile (5.0 mL) were added to a Smith microwave reaction tube containing a magnetic stir bar and then crimped shut. The reaction was run on a Smith Personal Chemistry microwave at 140 C for 0.5 h. After removing the crimped septum, the contents were transferred to a separatory funnel with water (10 mL) and extracted with methylene chloride (2 x 40 mL). The combined organic extracts were dried over anhydrous sodium sulfate, filtered and concentrated to give an oily residue. Purification by MPLC on a 40M silica gel cartridge using a linear gradient over 1 h of 0-3% methanol in methylene chloride provided 0.1230 g (0.309 MMOL) of the product as an off-white solid after drying in vacuo. Several fractions containing product and a by-product (0.1487 g total) were discarded. Yield : 31% ; MS (APCI) : 399.2 [M+H] + ; Anal. Calcd. For C2IH23FN40S’0. 25 H20 : C, 62.59 ; H, 5.88 ; N, 13.90. Found: C, 62.72 ; H, 5.53 ; N, 13.53.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Piperazinobenzisothiazole hydrochloride, 87691-88-1

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/41793; (2004); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

The important role of 87691-88-1

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

87691-88-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

To a flask equipped with mechanical stirrer, thermometer, condenser and nitrogen inlet was added 6-chloro-5-(2-chloroethyl)-l,3-dihydro-2H-indol-2- one (21.6 g, 94 mmol), 3-(l-piperazinyl)-l,2-benzoisothiazole hydrochloride (24 g, 94 mmol), sodium carbonate (29.9 g, 282 mmol) and l-methyl-2- pyrrolidinone (NMP) (96 ml) and the mixture was heated to 130-1350C under nitrogen for about 24 hrs. The mixture was cooled to 40-450C and poured into water. The suspension was cooled and the product was collected by filtration on a Buchner funnel, the filter cake was rinsed with water at 20- 250C and the damp product was transferred to a drying oven and dried in vacuo. This afforded 34.2 g (88.2% yield) of crude ziprasidone. The IR (KBr) and NMR spectra were consistent with those of reference ziprasidone.

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; APOTEX PHARMACHEM INC.; WO2006/47893; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Some tips on 6-Bromobenzo[d]isothiazole-3-carboxylic acid

677304-75-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,677304-75-5 ,6-Bromobenzo[d]isothiazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

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

The following procedure was used to prepare benzisothiazole tert-butyl esters: Di-tert-butyldicarbonate (128 mmol) was added to a suspension of 6-bromo-1,2-benzisothiazole-3-carboxylic acid (46.5 mmol) and 4-dimethylaminopyridine (4.26 mmol) in tert-butyl alcohol (40.0 mL) and tetrahydrofuran (40.0 mL) and the reaction mixture was heated at 65 C. for 16 hours. There was vigorous carbon dioxide evolution which gradually subsided as the mixture become homogeneous. The reaction mixture was concentrated and the residue was dissolved in dichloromethane. The dichloromethane solution was filtered through silica gel (ca. 50 g) and the eluent was concentrated to provide the ester product in 99% yield.

677304-75-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,677304-75-5 ,6-Bromobenzo[d]isothiazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Schumacher, Richard; Danca, Mihaela Diana; Ma, Jianguo; Herbert, Brian; Nguyen, True Minh; Xie, Wenge; Tehim, Ashok; US2007/78147; (2007); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

87691-88-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 36 3-[4-[1-(1,2-Benzisothiazol-3-yl)-4-piperazinyl]butyl]-5,5-dimethyl-4-thiazolidinone hydrochloride A mixture of 3-(4-bromobutyl)-5,5-dimethyl-4-thiazolidinone (3.50 g), 1-(1,2-benzisothiazol-3-yl)piperazine hydrochloride (3.70 g), K2 CO3 (6.34 g), NaI (330 mg) and acetonitrile (175 mL) was heated at 95 C. (bath temperature) under nitrogen. After 21 hours, TLC analysis (silica gel, 5% MeOH/CH2 Cl2) showed the absence of starting bromide and the presence of a major product, Rf =0.33. The reaction mixture was cooled to room temperature, ethyl acetate (150 mL) was added, and the mixture filtered. The filtrate was concentrated in vacuo to an oil which was triturated with ethyl acetate. The mixture was filtered again and the filtrate, after concentration, was chromatographed (Waters Prep 500, one silica gel column, 3% MeOH/CH2 CL2) to give 3.48 g of a viscous oil. The oil was dissolved in diethyl ether (500 mL), the solution filtered to remove a fluffy solid, and the filtrate acidified to pH=1 (hydrion paper) with an HCl/diethyl ether solution. The resultant salt (3.23 g) was recrystallized from ethanol/ethyl acetate yielding 2.29 g of white needles, mp 222-227 C. ANALYSIS: Calculated for C20 H28 N4 OS2 ¡¤HCl: 54.46%C; 6.63%H; 12.70%N; 8.04%Cl. Found: 53.93%C; 6.73%H; 12.58%N; 8.57%Cl.

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Incorporated; US5229388; (1993); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

87691-88-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,87691-88-1 ,3-Piperazinobenzisothiazole hydrochloride, other downstream synthetic routes, hurry up and to see

Name is 3-Piperazinobenzisothiazole hydrochloride, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 87691-88-1, its synthesis route is as follows.

EXAMPLE 96; 1-f7-r2- (4-Benzordlisothiazol-3-vl-piperazin-1-yl)-ethvll-3, 4-dihvdro-1 H- isoauinolin-2-vl-2. 2, 2-trifluoro-ethanone methane sulfonate; A mixture of 3-piperazin-1-yl-benzo [d] isothiazole hydrochloride (0.4056 g, 1.417 mmol), 1- [7- (2-chloro-ethyl)-3, 4-dihydro-1 H-isoquinolin-2-yl]-2, 2, 2-trifluoro- ethanone (0.3755 g, 1.287 mmol), anhydrous sodium carbonate (0.3019 g, 2. 848 mmol) and potassium iodide (0.0259 g, 0.156 mmol) in acetonitrile (10 mL) was allowed to react at 175 C for 0.5 h in a microwave reactor. The reaction was cooled to ambient temperature. CH2CI2 and H20 were added and the solution was mixed well then poured into a phase separator. The organic layer was concentrated in vacuo to give an oil. The oil was eluted through a flash column (silica gel 60, 230- 400 mesh, 30-100% EtOAc in CH2CI2 gradient over 1 h) to give a white waxy/gummy solid. Yield : 0.4106 g (0.865 mmol, 67 %). The solid (0.405 g, 0.853 mmol) was taken up in THF (8.5 mL) and heated to 40 C. Methanesulfonic acid (55. 5 J. L, 0.855 mmol) was added and after 5 min, the reaction was allowed to cool to ambient temperature. The product was allowed to crystallize overnight. Hexanes were added to the reaction mixture and the solid was filtered and washed with hexanes. The wet solid was dried in a vacuum oven at 50 C to give a white/off-white crystalline solid as the mesylate salt. Anal. calculated for C24H25F3N40SsCH403S : C, 52.62 ; H, 5.12 ; N, 9.82. Found: C, 52.36, H, 4.98 ; N, 9. 69.’H NMR (400 MHz, CDCI3) 8 11.66 (s, 1 H), 7.84 (d, J=7. 42 Hz, 2 H), 7.52 (m, 2 H), 7.41 (m, 1 H), 7.12 (m, 2 H), 4.76 (m, 4 H), 4.17 (m, 2 H), 4.00 (m, 4 H), 3.82 (m, 2 H), 3.27 (m, 3 H), 2.91 (m, 6 H).

87691-88-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,87691-88-1 ,3-Piperazinobenzisothiazole hydrochloride, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/66165; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Piperazinobenzisothiazole hydrochloride, 87691-88-1

87691-88-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

3-Piperazin-1-yl-benzoisothiazole hydrochloride (5. 29 G, 20.7 MMOL) and 4, 5-dimethoxy-2-nitrophenylacetic acid (5 g, 20.7 MMOL) were combined in 200 mL methylene chloride with triethylamine (5.77 mL, 41.4 MMOL). This solution stirred for 15 min before BIS- (2-OXO-3-OXAZOLIDINYL) phosphinic chloride (5.26 g, 20.7 MMOL) was added. After stirring overnight at rt, the reaction was quenched with water and extracted into methylene chloride. The organic layer was washed with 0.5 N HCI, water, sodium bicarbonate then water before it was dried over NA2SO4 and concentrated. The residue was taken up in methylene chloride and washed with water. The organic layer was dried over sodium sulfate, and concentrated then purified by MPLC using a Biotage prepacked silica gel cartridge eluting with 3% methanol in methylene chloride to afford 6.5 g of a tan solid. Yield 71% ; 100% purity at 214 nm; LCMS (APCI) : 443 [M+H] + ; MP 170C.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Piperazinobenzisothiazole hydrochloride, 87691-88-1

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/41793; (2004); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

87691-88-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,87691-88-1 ,3-Piperazinobenzisothiazole hydrochloride, other downstream synthetic routes, hurry up and to see

It is a common heterocyclic compound, the isothiazole compound, 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1 its synthesis route is as follows.

General procedure: The arylhaloketone (I) (0.1 mol) and the hydrochloride salt of piperazine (pyridinium) compound (II) (0.1 mol) were dissolved in acetonitrile (100 mL) and diisopropylethylamine (0.2 mol) was added.After 12 h at room temperature, TLC (methylene chloride_methanol=20:1) showed that the reaction of starting material (I) was complete.The solvent was concentrated to dryness, and dichloromethane (100 mL) and saturated brine (40 mL) were added and the mixture was stirred for 20 min.The organic layer was dried over anhydrous MgSO4, filtered, concentrated and purified by silica gel column chromatography (eluent:Dichloromethane/methanol = 30:1) gave intermediate (III) in a yield of 60-85% (based on arylhaloketone I).

87691-88-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,87691-88-1 ,3-Piperazinobenzisothiazole hydrochloride, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Li Jianqi; Gu Zhengsong; Xie Peng; Zhou Ainan; Xiao Ying; (31 pag.)CN107586281; (2018); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

87691-88-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 59; (R)(-)-N-{5-[2-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)- ETHYL1-INDAN-2-YLl-ACETAMIDE; A slurry of (R)-N- [5- (2-Chloro-ethyl)-indan-2-yl]-acetamide (2. 00g, 8. 41mmole), Na2CO3(1. 5eq) and 3-Piperazin-1-yl-benzo [d] isothiazole hydrochloride (2. 0eq) in H20 (20moi) was reacted under microwave assistance using a CEM MARS-5 microwave reactor to 175C for 10min. Upon cooling, the reaction was diluted with EtOAc (250moi), H20 (100mol) and the layers separated. The aqueous layer was extracted with EtOAc (2x 50ml). The organics were dried (MgSO4), concentrated, and the residue purified by chromatography (EtOAc) to give (R) (-)-N- {5- [2- (4- Benzo [d] isothiazol-3-yl-piperazin-1-yl)-ethyl]-indan-2-yl}-acetamide (2. 92g, 6. 94mmole) in 100% purity 254 nm; LCMS (APCI) 474 [M+H] +. [a] D25- 3. 6 (c 5.5, CHCl3). 1 H NMR (400 MHz, CHLOROFORM-D) 8 ppm 1.94 (s, 3 H) 2.65-2. 71 (m, 2 H) 2.73-2. 80 (m, 6 H) 2.81-2. 87 (m, 2 H) 3.28 (ddd, J=16. 04,6. 10,5. 92 Hz, 2 H) 3.57-3. 62 (m, 4 H) 4.69-4. 76 (m, 1 H) 5.70 (d, J=7.08 Hz, 1 H) 7.06 (d, J=7.81 Hz, 1 H) 7.11 (s, 1 H) 7.16 (d, J=7.56 Hz, 1 H) 7.35 (ddd, J=8.17, 7.08, 1.10 Hz, 1 H) 7.46 (ddd, J=8.11, 7.02, 1.22 Hz, 1 H) 7.81 (dt, J=8.05, 0.85 Hz, 1 H) 7.91 (dt, J=8.30, 0.98 Hz, 1 H).

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC?; WO2005/56540; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

 

87691-88-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,87691-88-1 ,3-Piperazinobenzisothiazole hydrochloride, other downstream synthetic routes, hurry up and to see

Name is 3-Piperazinobenzisothiazole hydrochloride, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 87691-88-1, its synthesis route is as follows.

To a flask equipped with mechanical stirrer, thermometer, condenser and nitrogen inlet was added 6-cUoro-5-(2-cHoroethyl)-l,3-dihydro-2H-indol-2- one (9.0 g, 39.1 mrnol), 3-(l-pirhoerazinyl)-l,2-benzoisothiazole hydrochloride (10.0 g, 39.1 mmol), sodium carbonate (9.96 g, 117.5 mmol) and poly(ethylene glycol) methyl ether (Mn= 350, 40 mL) and the suspension was heated to 120- 1250C under nitrogen for about 48 hrs. The suspension was cooled and poured into water. The suspension was cooled to 20-250C, the product was collected by filtration on a Buchner funnel and the filter cake was rinsed with water at 20-250C. The damp product was transferred to a flask equipped with mechanical stirrer, 100 mL of water were added and the suspension stirred at ambient temperature for 1 h. The suspension was filtered, washed with water and transferred to a drying oven and dried in vacuo. This afforded 14.2 g (88% yield) of crude ziprasidone.

87691-88-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,87691-88-1 ,3-Piperazinobenzisothiazole hydrochloride, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; APOTEX PHARMACHEM INC.; WO2006/47893; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com