Category: 5747-48-8

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

Compound 12(20.00 gm, 67.71 mmol), Boc protected Phenyl alanine (19.75 gm, 74.46 mmol),TBTU (32.61 gm, 101.57 mmol), DMF (200 mL, 10 Vol) and DIPEA (26.25 gm, 203.13mmol) were taken in a round bottom flask at room temperature under nitrogenatmosphere. The reaction was stirred for 12 hours at the same temperature and then monitored by TLC. After completion of thestarting material the reaction mixture was diluted with water (600 mL) andstirred for 1 hour at room temperature. The solids were filtered and washedwith water (100 mL x 2) and then dried under vacuum at 50 C to yield 30 gof Compound13 (Yield 82%) as an off-white solid. Offwhite solid; m.p. 120-124 C; 1H NMR (400 MHz, DMSO-d6): delta 7.54-7.56(d, 1H, J=8.0 Hz), 7.42-7.47 (m,4Hz), 7.17-7.25 (m, 7H), 6.98-7.00 (d, 1H, J=8.0Hz), 6.88-6.92 (1H, t, J=7.6 Hz),4.58-4.60 (d, 1H, J=7.2 Hz),3.44-3.82 (m, 6H), 3.11-3.19 (bs, 1H), 2.75-2.90 (m, 3H) and 1.30 (s, 9H); Massm/z = 543 (M+H)+., 5747-48-8

Big data shows that 5747-48-8 is playing an increasingly important role.

Reference：
Article; Gudisela, Mura Reddy; Srinivasu; Mulakayala, Chaitanya; Bommu, Praveen; Rao, M.V. Basaveswara; Mulakayala, Naveen; Bioorganic and Medicinal Chemistry Letters; vol. 27; 17; (2017); p. 4140 – 4145;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8,5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3; Preparation of the dihydrochloride salt of ll-piperazinyldibenzo[b,f][l,4]thiazepme; [0038] The dewatered MTBE solution of 11 -rhoirhoerazinyldibenzo[b,f] [1 ,4]- thiazepine recovered in accordance with Example 2 is cooled to ambient temperature. 1200 ml of isopropanol are added, followed by 72 ml of concentrated hydrochloric acid. The mixture is stirred at ambient temperature for about 4 hours during which time the dihydrochloride salt of 1 l-piperazinyldibenzo[b,f][l,4]thiazepine begins to crystallize. The mixture is cooled to a temperature below 15 0C {e.g., to 10 0C), and filtered. The solids can be washed with cold isopropyl alcohol. Solvent-free solids can be recovered by vacuuming drying at 60-70 0C.

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CAMBREX CHARLES CITY, INC.; WO2006/135544; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5747-48-8, A 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of 11- piperazinyldibenzo [b,f] [1,4] thiazepine in toluene 350 cc [63.0 g (0.22 moles)] and the mixture was stirred for 15 min at 25- 30C. Sodium carbonate [41.0 gm (0.39 moles)], tetra butyl ammonium bromide [16.0 gm (0.05 mole)] and 2-(2-chloroethoxy)ethanol [32.0 gm (0.257 moles)] were added at room temperature. The reaction mixture was heated to reflux at 110-112C. The reaction mixture was maintained at reflux for 10-12 hrs. The reaction mixture was analyzed by HPLC (to check the absence of compound of Formula IV) and was cooled to 25C to 30C, and was added 150 cc DM water. The reaction mixture was then stirred for 30 min at 25-30C. The layers were separated and the aqueous layer extracted with 50 cc toluene. The extract and the organic layer were combined, to which was added 250 cc water and was acidified with formic acid to obtain a pH of 2- 3. The reaction mixture was stirred for 30 min at 25-30C. The layers were separated and the aqueous layer washed with 100 cc toluene twice. To the aqueous layer was added 250 cc toluene, and the pH adjusted to 8-10 using sodium carbonate. The resulting reaction mixture was stirred for 30 min at 25-30C. The layers were separated and the aqueous layer extracted with 125 cc toluene. The organic layers were combined and washed with DM water 300 cc twice. The organic layer was distilled off under vacuum below 70C to afford 2-(2-(4-dibenzo[b,fJ-[l,4] thiazepine- l l-yl-l-piperazinyl)ethoxy) ethanol. Purity of 2-(2-(4-dibenzo[b,f]-[l,4] thiazepine- l l-yl-l-piperazinyl)ethoxy) ethanol was 99.0% (area % by HPLC).

As the paragraph descriping shows that 5747-48-8 is playing an increasingly important role.

Reference：
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/121415; (2008); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

5747-48-8, ll-piperazinyldibenzo[b,f][l,4]thiazepine (100 g) was taken in n-butanol (600 ml). Sodium carbonate (53 g) and 2-chloroethoxyethanol (46 g) was added. The reaction mixture was heated to reflux at 110-120C for 10-12 hours. The reaction mixture was cooled and n-butanol was distilled off under vacuum. Ethyl acetate (600 ml) and water (500 ml) was added. The organic layer was separated off and the aqueous layer was first extracted with dilute hydrochloric acid and then basified with aqueous ammonia solution and extracted with ethyl acetate (800 ml). The organic layer was distilled off under vacuum to yield the title compound.

As the paragraph descriping shows that 5747-48-8 is playing an increasingly important role.

Reference£º
Patent; JUBILANT ORGANOSYS LIMITED; WO2006/27789; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

A toluene solution of ll-piperazin-l-yldibenzo[b,f][l,4]thiazepine (1500 mL, 0.686 mol) prepared by reaction of piperazine with ll-chloro-dibenzo[b,f][l,4]-thiazepine in toluene (see, e.g., U. S. Pat. No. 4,879,288) was treated with 1500 mL deionized water and 90 mL of HCl (32% w/w). The resulting mixture was heated to 70 0C and agitated for 45 min. Agitation was ceased and the mixture allowed to settle and phase separate for 30 min. The lower aqueous phase, containing the HCl salt of ll-piperazin-l-yldibenzo[b,fj[l,4]thiazepine was isolated. The aqueous phase was then treated with 1000 mL of toluene and 99 g of aqueous NaOH (47% w/w). The resulting mixture was heated to 70 C and agitated for 45 min. Agitation was ceased and the mixture allowed to settle and phase separate for 30 min. The lower aqueous phase was discarded and the upper organic phase retained to which 300 mL of deionized water was added. The resulting mixture was agitated for 15 min and then allowed to settle for 30 min. The aqueous phase was discarded and the organic phase retained. The organic phase was extracted once more with 300 mL of deionized water. About 750 mL of toluene from the organic phase was distilled out. The resulting concentrate was cooled to 60 C, then 200 mL of methyl-t-butyl ether (MTBE) was added. The resulting mixture was cooled to ambient temperature then seeded with Form A seed crystals. The seeded mixture was then cooled to 10 C and held at this temperature for 3 hours under slow agitation. The resulting solid was isolated under suction via a no. 3 sinter. The solid product was then washed with 170 mL of MTBE at ambient temperature and dried at 40 C under vacuum resulting in 175 g (86.4%) of crystalline product. Assay by NMR 95.1 % w/w.Solid ll-piperazin-l-yldibenzo[b,fj[l,4]thiazepine (30 g, 0.1016 mol) prepared as described above was slurried in isopropanol (120 mL). The resulting mixture was warmed to about 63-64 0C to completely dissolve the solid. The resulting solution was filtered through a preheated (about 55 0C) split Buchner funnel fitted with filter paper with a pore size of 6 Dm. The filtered solution was then adjusted to 55 C and seeded with seed crystals of Form A (0.024 g). The seeded solution was maintained at 55 0C for about 2 h then linearly cooled to 40 C over the course of 6 h, linearly cooled to 20 0C over the course of 2 h, and then linearly cooled to 0 0C over the course of 1 h. The resulting slurry was held at 0 0C for 12 h and the filtered to give a solid product cake (13 mm high x 68 mm diameter). The product cake was displacement washed with 30 niL isopropanol prechilled to 0 C and the cake allowed to deliquor. The product was then dried at 40 0C under vacuum yielding 24.9 g (83%) of Form A. Assay by NMR: 98.9% w/w., 5747-48-8

Big data shows that 5747-48-8 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2007/62337; (2007); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

Example 2 Preparation of l l-piperazin-l-yldibenzorfr7firi,4]thiazepine, dihydrochloride saltThe free base was converted to it’s dihydrochloride salt by dissolving it in a mixture of methanol (125 mL) and diethyl ether (125 mL), then treating with 250 mL of 1.0 M HCl/ ether (Aldrich). An off -white gummy solid separated initially, and the mixture was farther diluted with 50Q mL ether. The gummy solid did not solidify on prolonged stirring. The solvents were decanted away from the gum. The gum was treated with absolute ethanol (200 mL), then stirred until crystallization occurred, giving a thick white suspension of crystals. This mixture was then slowly diluted with ether (800 mL) and allowed to stir overnight to complete the crystallization. The crystalline dihydrochloride salt was isolated by filtration, washed with ether (3 X 50 mL), then dried in vacuum at 60 degrees C to afford the dihydrochloride salt of the title compound as a white crystalline solid (31.64 g, 98.8% conversion). EPO ANALYSIS:The product was characterized by NMR and LC / MS (300MHz, CDCl3; AP+, M+l = 296.4)., 5747-48-8

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; WO2006/73360; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of isocyanate (1.877mmol) in toluene (2.5mL) was added a solution of a monosubstituted piperazine (1.877mmol) in toluene (1.0mL). The reaction mixture was heated at 40-45C for 30 to 60min. The reaction mixture was then cooled down to room temperature (22-25C) and the resulting solids were filtered and washed with more toluene (2.0mL). The wet solids were then placed in 2.0mL of toluene, stirred at room temperature for about 30min, filtered and washed with toluene (1.0mL) to obtain the crude disubstituted piperazine derivative. Finally, all crude derivatives were purified by silica-gel column chromatography using a mixture of dichloromethane/methanol (9:1) to afford pure piperazines products., 5747-48-8

The synthetic route of 5747-48-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Patil, Mahadev; Noonikara Poyil, Anurag; Joshi, Shrinivas D.; Patil, Shivaputra A.; Patil, Siddappa A.; Bugarin, Alejandro; Bioorganic Chemistry; vol. 92; (2019);,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8,5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 2: l-(4-Dibenzo[b,f] [l,4]thiazepin-ll-yl-piperazin-l-yl)-propan-l-oneA suspension of propionic acid (1 mmol) and 1-hydroxybenzotriazole (1 mmol) in dichloromethane (4 rnL) is treated with l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.1 mmol) and triethylamine (1.2 mmol). A solution of PDBTZ (1 mmol) in dichloromethane (4 mL) is added and the mixture is stirred at ambient temperature for 20 hours. The reaction mixture is washed (water, brine), dried (sodium sulfate), and evaporated. The crude material is purified by flash chromatography to provide the title compound.

As the paragraph descriping shows that 5747-48-8 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2008/79838; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

5747-48-8, 11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5747-48-8, EXAMPLE 3:PREPARATION OF 1 1 -[4-(2-(2-HYDROXYETHOXY)-ETHYL)- I-PIPERAZINYL] DIBENZO[b,f][l,4]THIAZEPINETo a mixture of 1000 ml of organic layer (obtained from example 2), 100 grams of sodium carbonate (0.944 mol) and 6.25 grams of sodium iodide (0.042 mol), 37.5 ml of chloroethoxyethanol (0.36 mol) and 187.5 ml of N-Methyl pyrrolidone (NMP; 1.95 mol) are added and the reaction mixture is stirred at 1 10-120 degree C for about 8 hours. 1000 ml of water is added to the reaction mass and stirred for 15 min. The organic layer is separated and washed with water (2x1000ml). Organic layer is dried using Dean stark by azeotropic distillation. This organic layer on distillation under reduced pressure yields the title compound (quetiapine free base) as a viscous oil. Yield : 135g (80 % ); Purity (HPLC area%) : 98.5 %.

As the paragraph descriping shows that 5747-48-8 is playing an increasingly important role.

Reference£º
Patent; SANDOZ AG; WO2007/20011; (2007); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5747-48-8,11-(Piperazin-1-yl)dibenzo[b,f][1,4]thiazepine,as a common compound, the synthetic route is as follows.

Example 12 2-(2-(4-dibenzo[b,f][1,4]thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol OR 11-[4-[2-(2-hydroxyethoxy)ethyl]-1-piperazinyl]dibenzo[b,f][1,4]thiazepine A 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of 11-piperazinyldibenzo[b,f][1,4]thiazepine in toluene 350 cc [63.0 g (0.22 moles)] and the mixture was stirred for 15 min 25-30 C., and was added sodium carbonate [41.0 gm (0.39 moles)], tetra butyl ammonium bromide [16.0 gm (0.05 mole)] and 2-(2-chloroethoxy)ethanol [32.0 gm (0.257 moles)] at room temperature. The reaction mixture was heated to reflux at 110-112 C. The reaction mixture was maintained at reflux for 10-12 hrs. The reaction mixture was analyzed by HPLC (to check for absence of compound of Formula IV) and was cooled to 25 C. to 30 C. To which, was added 150 cc DM water, then the reaction mixture was stirred for 30 min at 25-30 C. The layers were separated and the aqueous layer extracted with 50 cc toluene. The extract and the organic layer were combined, to which was added 250 cc water and was acidified with acetic acid to obtain a pH of 2-3. The reaction mixture was stirred for 30 min at 25-30 C. The layers were separated and the aqueous layer washed with 100 cc toluene twice. To the aqueous layer was added 250 cc toluene, and the pH was adjusted to 8-10 using sodium carbonate, the reaction mixture was stirred for 30 min at 25-30 C. The layers were separated and the aqueous layer extracted with 125 cc toluene. The extract and the organic layer were combined, to which was washed with DM (dimineralized) water 300 cc twice. The organic layer was distilled off under vacuum below 70 C. to afford 2-(2-(4-dibenzo[b,f]-[1,4]thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol. Purity of 2-(2-(4-dibenzo[b,f]-[1,4]thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol was 99.0% (area % by HPLC).

5747-48-8, As the paragraph descriping shows that 5747-48-8 is playing an increasingly important role.

Reference£º
Patent; Kansal, Vinod Kumar; Ahmad, Suhail; Lal, Kanhaiya; Patil, Bhatu Tumba; US2008/241949; (2008); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics