Category: 13745-86-3

13745-86-3, Name is 11-Chlorodibenzo[b,f][1,4]thiazepine, 13745-86-3, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

21.6 g of 11-chloro-dibenzo [b, f] [l, 4] thiazepine was dissolved in 120 ml of xylene, stirred and 5.0 gPiperazine, 1.2 g of potassium iodide and 24 g of potassium carbonate were added and the reaction temperature was controlled to 105 to 115 C and kept at the same temperature for 5 hours. Insulation finishedBi to 20 ~ 30 C, add 100ml of purified water washing and stirring for 20 minutes, and then suction filtration. The filtered solid was re-added100ml purified water was beaten and the obtained product was filtered and purified. The purity was 99.5% and the yield was 88.0%.

Statistics shows that 11-Chlorodibenzo[b,f][1,4]thiazepine is playing an increasingly important role. we look forward to future research findings about 13745-86-3.

Reference:
Patent; Qilu Tianhe Pharmaceutical Co., Ltd.; Zhang, Wenwen; Guan, Qinghua; Zhang, Xiaoyong; Fan, Changying; Li, Baoyong; Wu, Ke; Zhang, Zhaozhen; Dong, Tinghua; Du, Yunfeng; (5 pag.)CN104447616; (2016); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 13745-86-3,Some common heterocyclic compound, 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, molecular formula is C13H8ClNS, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(b) 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine. Piperazine (1.7 mole) was dissolved in warm toluene (about 50C) (750 ml) and 11-chloro-dibenzo[b,f][1,4]thiazepine added. The reaction was heated to reflux and maintained at this temperature for 5 hr. After cooling to ambient temperature the reaction was filtered to remove piperazine hydrochloride, the organic phase was washed several times with water to remove excess piperazine. The organic phase was dried over magnesium sulphate and after filtration the solvent was removed in vacuo to give the product as an oil. The oil was dissolved in ethanol and treated with a solution of hydrogen chloride in ethanol. 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine was isolated as the dihydrochloride salt in ca 88% yield, m.pt. 103-105 (softens), 135-140C (decomp).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 11-Chlorodibenzo[b,f][1,4]thiazepine, its application will become more common.

Reference:
Patent; IMPERIAL CHEMICAL INDUSTRIES PLC; EP282236; (1988); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 11-Chlorodibenzo[b,f][1,4]thiazepine

EXAMPLE 2; Preparation of ll-piperazinyldibenzo[b,f][l,4]thiazepine; [0035] To the organic fraction recovered according to Example 1, 140 g (1.6 moles) of anhydrous piperazine is added in a reaction vessel. The temperature of the mixture is gradually increased to reflux (about 110 0C) over a period of about one hour and is kept at that temperature for about 1 to 2 hours. The heat-up is aided by the exothermic reaction that occurs. The extent of the reaction can be monitored by HPLC, but is typically completed within three hours. The reaction mixture then is cooled to ambient temperature and precipitated piperazine dihydrochloride is filtered from the product solution. An aqueous solution of MTBE and methanol (water:MTBE:methanol having a volume ratio of 2.5:1:0.6) is used to wash excess piperazine from the solution, which is removed with the aqueous phase that separates from the organic phase on standing. The organic layer can be washed one to two additional times with water.

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 13745-86-3.

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

Synthetic Route of 13745-86-3, 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. 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2Preparation of 11-piperazinyl-Dibenzo[B,F][1,4]Thiazepine,DihydrochlorideDimethylsulfoxide (3.0 L); piperazine (2.45 Kg); toluene (3.0 L) were charged at room temperature under nitrogen and the mixture was heated to 50 C. to 60 C.; stirred at 50 C. to 60 C. till solid dissolves and cooled to 25 C. to 30 C. To it a solution of 11-chloro-dibenzo[b,f]1,4]thiazepine (1.0 Kg) in toluene (6.0 L) was charged at 25 C. to 30 C. and stirred for 3 hours at 25 C. to 30 C. and monitored to completion. The reaction mixture was charged slowly into DI water (45 L) at 25 C. to 30 C. and stirred for 30 minutes at 25 C. to 30 C. The layers were separated at room temperature and the organic layer was washed with DI water (3×3.0 L) at room temperature. The solvent was recovered from the organic layer under vacuum at 50 C. to 55 C. to obtain oil. Ethanol (5 L) was charged into the residue and stirred to dissolve at room temperature. Concentrated hydrochloric acid (0.72 L) was added slowly at 25 C. to 30 C. and stirred until the solid precipitated. The mixture was stirred for 10 hours at 25 C. to 30 C. after precipitation, cooled to 0 C. to 5 C. and stirred for 1 hour at 0 C. to 5 C. The solid was filtered and washed with ethanol (1 L) at 0 C. to 5 C. The solid was added to pre-cooled ethanol (5 L) at 0 C. to 5 C. and stirred for 15 minutes at 0 C. to 5 C. The solid was filtered at 0 C. to 5 C. and washed with ethanol (1 L) at 0 C. to 5 C. The wet cake was unloaded at room temperature under nitrogen atmosphere and dried under vacuum at 55 C. to 60 C. until the moisture content is NMT 5.0% to obtain the title compound.Yield: 1.10 Kg

The synthetic route of 11-Chlorodibenzo[b,f][1,4]thiazepine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; US2012/71649; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 13745-86-3, Quality Control of 11-Chlorodibenzo[b,f][1,4]thiazepine

Example 8 1-piperazinyldibenzo[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-chlorodibenzo[b,f][1,4]thiazepine in toluene [52 gm (0.22 moles)], and the mixture was stirred for 15 min 45-50 C. To the resulting solution was added piperazine 73.0 (0.84 moles) at 45-50 C. The reaction mixture was heated to 70-80 C. The reaction mixture was maintained at 70 C. to 80 C. for 120-180 min. The reaction mixture was analyzed by HPLC (to check for absence of compound of formula III) and was cooled to 20 C. to 25 C. The reaction mixture was added 250 cc DM water and was stirred for 30 min. at 25-30 C. The layers were separated and the organic layer washed with 250 cc DM water. The organic phase was distilled off under vacuum below 70 C. Traces of toluene were removed by adding n-butanol. To the resultant oily mass was added 150 cc n-butanol. The mixture was stirred for 24 hrs and chilled to 0-5 C. The reaction mass was filtered with the filtrate (mother liquor) containing 11-piperazinyldibenzo[b,f][1,4]thiazepine. Purity of 11-piperazinyldibenzo[b,f][1,4]thiazepine in toluene was more than 98.0% (area % by HPLC).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

EXAMPLE 2:PREPARATION OF 11 -PIPERAZINYL DIBENZO[b, f] [1,4] THIAZEPINE A mixture of 1000 ml of organic layer containing product (obtained from example 1) and 1 13.84 grams of Piperazine (1.32 mol) is stirred at 110-120 degree C for about 8 hours. The reaction mass is cooled to 30-35 degree C and washed with water (1×1000 ml and 2×500 ml) Organic layer is dried using Dean stark by azeotropic distillation and taken for next step. Volume of Organic layer is about 1000 ml; Purity (HPLC) : 99.0 %

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SANDOZ AG; WO2007/20011; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 13745-86-3, category: chlorides-buliding-blocks

Combine 11-chloro-dibenzo[b,f][1, 4] thiazepine (700 mg), 2- (R)-BENZYL-PIPERAZINE (1.0 g) and toluene (10 mL), heat to reflux for 19 hours, then cool down to ambient temperature. Concentrate and purify by flash chromatography (dichloromethane then gradient of methanol 3-10%) to give the title compound as a white solid (734 mg, 74%): mp 56-69 C ; LHNMR (CDCI3) O2. 58 (dd, 1H), 3.18-2. 60 (M, 6H), 6.88 (dt, 1H), 7.07 (dd, 1H), 7.34-7. 14 (m, 9H), 7.39 (dd, 1H), 7.53-7. 47 (m, 1H) ; MS (APCI) N7LZ (rel intensity) 386.4 (100).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 11-Chlorodibenzo[b,f][1,4]thiazepine, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/26177; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, A new synthetic method of this compound is introduced below., Recommanded Product: 13745-86-3

The typical procedure for the iron-catalyzed cross-coupling reaction of imidoyl chlorides with alkylmagnesium halide was applied to form the title compound and the following reagents were employed: ll-chloro-dibenzo[b,fj[l,4]thiazepine ( 49 mg, 0.20 mmol), Fe(acac)3 (3.53 mg, 0.001 mmol), THF (2 mL) and N-methylpyrrolidone (0.2 mL), cyclohexyl magnesium chloride (2 M in Et2O, 0.20 mL, 0.40 mmol). Purification by flash chromatography (ethyl acetate/heptane 1:4) afforded 51.9 mg (89%) of the title compound as an oil. 1H NMR (400 MHz, CDCl3): delta 7.45-7.43 (IH, m), 7.04-7.36 (2H, m), 7.33-7.21 (4H, m), 7.16 (IH, d, J = 8.0, 1.6Hz), 7.02-6.98 (IH, m), 2.86 (IH, tt, J = 11.2, 3.2Hz), 2.19-2.15 (IH, m), 1.96-1.92 (IH, m), 1.86-1.70 (4H, m), 1.45-1.26 (4H, m).I3C NMR (100 MHz, CDCl3): delta 176.7, 149.0, 141.2, 139.4, 132.4, 131.8, 130.2, 129.1, 128.9, 128.5, 127.4, 125.4, 125.1, 49.1, 32.6, 30.2, 27.0, 26.4, 26.2.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; WO2007/47776; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 11-Chlorodibenzo[b,f][1,4]thiazepine

(b) 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine. Piperazine (1.7 mole) was dissolved in warm toluene (about 50C.) (750 ml) and 11-chloro-dibenzo[b,f][1,4]thiazepine was added. The reaction was heated to reflux and maintained at this temperature for 5 hours. After cooling to ambient temperature the reaction was filtered to remove piperazine hydrochloride, and the organic phase was washed several times with water to remove excess piperazine. The organic phase was dried over magnesium sulfate and after filtration the solvent was removed in vacuo to give the product as an oil. The oil was dissolved in ethanol and treated with a solution of hydrogen chloride in ethanol. 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine was isolated as the dihydrochloride salt in about 88% yield.

The synthetic route of 13745-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICI Americas Inc.; US4879288; (1989); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 13745-86-3 as follows. Safety of 11-Chlorodibenzo[b,f][1,4]thiazepine

(b) 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine. Piperazine (1.7mole) was dissolved in warm toluene (about 50C) (750ml) and 11-chloro-dibenzo[b,f][1,4]thiazepine added. The reaction was heated to reflux and maintained at this temperature for 5hr. After cooling to ambient temperature the reaction was filtered to remove piperazine hydrochloride, the organic phase was washed several times with water to remove excess piperazine. The organic phase was dried over magnesium sulphate and after filtration the solvent was removed in vacuo to give the product as an oil. The oil was dissolved in ethanol and treated with a solution of hydrogen chloride in ethanol. 11-Piperazinyl-dibenzo[b,f][1,4]thiazepine was isolated as the dihydrochloride salt in ca 88% yield, m.pt. 103-105 (softens), 135-140C (decomp).

According to the analysis of related databases, 13745-86-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IMPERIAL CHEMICAL INDUSTRIES PLC; EP282236; (1988); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics