Category: 13745-86-3

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

A 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of 11-chlorodibenzo [b,fj[l,4]thiazepine in toluene 350 cc [52 gm (0.22 moles)], and was added 73.0 gm (0.84 moles) of piperazine at 45-50C. The reaction mixture was heated to 70-80C. The reaction mixture was maintained at 70C to 80C for 120-180 min. The reaction mixture was analyzed by HPLC. The reaction mixture was cooled to at 20C to 25C and was added 250 cc DM water and was stirred for 30 min. at 25-30C. The layers were separated and the organic layer washed with 250 cc DM water. The organic layer was forwarded for the next step. Purity of 11- piperazinyldibenzo [b,fj-[l,4] -thiazepine in toluene was more than 97% (area % by HPLC).Example 5. ll-piperazinyldibenzo[b,fl[l,41 thiazepineA 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of l l-chlorodibenzo[b,fj[l,4] thiazepine in toluene [52 gm (0.22 moles)], and was added 73.0 gm (0.84 moles) of piperazine at 45-50C. The reaction mixture was heated to 70-80C. The reaction mixture was maintained at 700C to 80C for 120-180 min. The reaction mixture was analyzed by HPLC (to check for absence of compound of Formula III). The reaction mixture was cooled to at 20C to 25C was added 250 cc DM water and was stirred for 30 min. at 25-30C. The layers were separated and the organic layer washed with 250 cc DM water. To the organic phase was added 250 cc water and was acidified with formic acid to obtain a pH of 2-3. The contents were stirred for 15 min. and the layers were separated. The aqueous layer was washed with 150 cc toluene and the aqueous layer was basified with sodium carbonate to a pH of 8 to 10 and extracted with 3x 250 cc of toluene. Combine the organic layer and washed with DM water 130 cc twice. Purity of 1 l-piperazinyldibenzo[b,f][l,4] thiazepine in toluene was more than 99 % (area % by HPLC). Example 6. 11- piperazinyldibenzo fb,f|-[l.,41 -thiazepineA 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of 11-chlorodibenzo [b,fj[l,4] -thiazepine in toluene [52 gm (0.22 moles)], and the mixture was stirred for 15 min 45-50C.The resulting solution was added piperazine 73.0 gm (0.84 moles) at 45-50C. The reaction mixture was heated to 70-80C. The reaction mixture was maintained at 7O0C to 80C for 120-180 min. The reaction mixture was analyzed by HPLC (to check for absence of compound of Formula III). The reaction mixture was cooled to 20C to 25C, to which, was added 250 cc DM water and was stirred for 30 min. at 25-300C. The layers were separated and the organic layer washed with 250 cc DM water. To the organic phase was added 250 cc water and it was acidified with acetic acid to obtain a pH of 2-3. The contents were stirred for 15 min. and layers were separated. The aqueous layer was washed with 150 cc toluene and the aqueous layer was basified with sodium carbonate to a pH of 8 to 10 and extracted with 3x 250 cc of toluene. Combine the organic layer and washed with DM water 130 cc twice. Purity of 11- piperazinyldibenzo [b,fj-[l,4] -thiazepine in toluene was more than 99 % (area % by HPLC); A 1 liter round bottom flask equipped with stirring rod, thermo pocket, water condenser was charged with solution of l l-chlorodibenzo[b,f][l,4] thiazepine in toluene [52 gm (0.22 moles)], and the mixture was stirred for 15 min 45-50C. To the resulting solution was added piperazine 73.0 (0.84 moles) at 45-50C. The reaction mixture was heated to 70-80C. The reaction mixture was maintained at 70C to 80C for 120-180 min. The reaction mixture was analyzed by HPLC (to check for absence of compound of formula III) and was cooled to 20C to 25C. The reaction mixture was added 250 cc DM water and was stirred for 30 min. at 25-30C. The layers were separated and the organic layer washed with 250 cc DM water. The organic phase was distilled off under vacuum below 70C. 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 0-5C. The reaction mass was filtered with the filtrate (mother liquor) containing 11-piperazinyldibenzo [b,fj [l,4]thiazepine. Purity of 11- piperazinyldibenzo[b,fj [1,4] thiazepine in toluene was more than 98.0% (area % by HPLC).Example 9. llpiperazinyldibenzo[b,fl [1,41 thiazepineA 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 45-50C. To the resulting solution was added piperazine 73.0 gm (0.84 moles) at 45-50C. The reaction mixture was heated to 70-80C. The reaction mixture was maintained at 7O0C to 80C for 120-180 min. The reaction mixture was analyzed by HPLC and was cooled to 20C to 25C. To the reaction mixture was added 250…

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; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2008/121415; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application 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., Formula: C13H8ClNS

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

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., Product Details of 13745-86-3

2-Amino-2′-carboxydiphenylsulphide (100 g) was taken in phosphorus oxychloride (500 ml). The reaction mixture was heated to reflux at 105-110C for 5-6 hours. The reaction mixture was subjected to vacuum distillation to remove unreacted phosphorous oxychloride. The resulting mass was taken in toluene (800 ml) and piperazine (210g) was added. The reaction mixture was heated to reflux at 110-120C for 6-8 hours. The reaction mixture was cooled, filter and the organic phase was washed with water, dried and solvent was distilled off under vacuum to obtain the title compound.

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; JUBILANT ORGANOSYS LIMITED; WO2006/27789; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 13745-86-3, These common heterocyclic compound, 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, its 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.

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: l l-chloro-dibenzo[b,f][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), of EPO l,3-dioxane-2-yl-ethyl magnesium bromide (0.5 M in Et2O, 0.40 mL, mmol). Purification by flash chromatography (ethyl acetate/heptane 1:4) afforded 56 mg (86 %) as an oil. 1H NMR (400 MHz, CDCl3): 7.45-7.39 (3H, m), 7.31-7.22 (3H, m), 7.18-7.15 (IH, m), 7.05- 7.00 (IH, m), 4.74 (IH, t, J = 5.2Hz), 4.12-4.07 (2H, m), 3.80-3.71 (2H, m), 3.07-3.00 (2H, m), 2.12-2.01 (3H, m), 1.34-1.30 (IH, m). 13C NMR (100 MHz, CDCl3): delta 172.3, 148.9, 140.6, 139.1, 132.5, 132.0, 130.7, 129.2, 128.9, 128.6, 127.9, 125.5 (2C), 101.5, 67.1, 36.2, 32.4, 26.1.

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

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

Synthetic Route of 13745-86-3, These common heterocyclic compound, 13745-86-3, name is 11-Chlorodibenzo[b,f][1,4]thiazepine, its 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.

Example 1 Preparation of 1 l-piperazin-l-yldibenzor&,/iri,4~lthiazepineInto a 1000 mL round-bottom flask equipped with a magnetic stirring bar and reflux condenser with a nitrogen inlet was charged with 25.0 grams (g) (0.110 mole) of dibenzo[b,fj[l,4]thiazepine-l l(10-H)-one (made by the method disclosed by J. Schmutz et al. HeIv. Chim. Acta., 48: 336 (1965)), as a dry solid, followed by 310 mL POCl3 and 3 mL of N,N-dimethylaniline. The reaction mixture was heated at reflux (106 degrees C) for 6 hours giving a clear orange solution. The reaction was then cooled to room temperature, and POCl3 removed on the rotary evaporator leaving an orange oil. This residue was partitioned between ice -water (500 mL) and ethyl acetate (800 mL). The layers were separated and the aqueous phase extracted with ethyl acetate (3 X 200 mL). The combined ethyl acetate extracts were dried over MgSO4 , filtered, and then stripped down on the rotary evaporator, leaving the crude imino chloride as a light yellow solid (26.26g, 97% yield). The structure was confirmed by NMR and Mass Spectrum (300 MHz, CDCl3; ES+, M+l = 246.7). Crude imino chloride (27.35 g, 0.111 mole) was added to 1000 mL o-xylene in a 2000 mL round-bottom flask equipped with a magnetic stir bar and a reflux condenser with nitrogen inlet. To this solution was added commercially available piperazine (47.95g, 0.557 mole) in one portion as a dry solid at room temperature. The mixture was stirred until nearly all the piperazine dissolved. EPO Then the reaction mixture was heated at reflux (142 degrees C) for 40 hours (out of convenience). The reaction was then allowed to cool to room temperature, and an aliquot was partitioned between IN NaOH / CH2Cl2. The organic phase was checked by TLC (silica gel, CH2Cl2 / Methanol 90:10, iodoplatinate visualized) and showed clean conversion to one major product (Rf = 0.45). A drop of the reaction solution was diluted with CH3CN to prepare a sample for LC / MS analysis, which confirmed the presence of the desired product (M+l = 296.4). The reaction mixture was stripped down on the rotary evaporator under high vacuum to remove the xylene. The residue was partitioned between IN NaOH (400 mL) and CH2Cl2 (200 mL). The layers were separated, and the aqueous phase further extracted with CH2Cl2 (3 X 200 mL). The combined CH2Cl2 extracts were washed with brine (200 mL), then dried over MgSO4, filtered, and stripped down on the rotary evaporator to give the crude title compound as a yellow gum (35.3 g). The crude free base was purified by flash column chromatography over silica gel (600 g) eluting with a gradient of 0 to 20% Methanol in CH2Cl2. Fractions containing the pure desired product were combined and stripped down on the rotary evaporator, to afford the purified free base as a light yellow foam (25.67g, 78% yield).

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

Reference:
Patent; ASTRAZENECA AB; WO2006/73360; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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