Category: 32943-25-2

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. 32943-25-2, name is 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine, A new synthetic method of this compound is introduced below., Safety of 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine

Example 11 2-(4-(3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-1-propyl)-1-piperazinyl)-3-pyridinecarboxylic acid dihydrochloride STR17 To a solution of 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine (5.0 g, 22 mmol) in toluene (20 ml), 3-chloropropionyl chloride (3.32 g, 26 mmol) in toluene (8 ml) was added dropwise. The reaction mixture was stirred at 95 C. for 2 h and left stirring at room temperature overnight. 2 N Sodium hydroxide (25 ml) followed by toluene (50 ml) were added, and the phases were separated. The toluene phase was washed with 2 N sodium hydroxide (2*25 ml), water (3*30 ml) and brine (30 ml). The organic phase was dried (MgSO4) and evaporated in vacuo. The residue was stripped with methanol (30 ml) and the residue was suspended in ethyl acetate (8 ml), stirred and filtered off. The solid was washed with ethyl acetate (10 ml) and dried. This afforded 4.0 g (57%) of 3-chloro-1-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propan-1-one

The synthetic route of 32943-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novo Nordisk A/S; US5916889; (1999); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 32943-25-2, A common heterocyclic compound, 32943-25-2, name is 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine, molecular formula is C14H12ClN, 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 17 1-(3-(3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)-1-propyl)-4-piperidinecarboxylic acid hydrochloride. STR20 3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepine (3.82 g, 16.6 mmol) was dissolved in toluene (20 ml). A solution of 3-chloropropionylchloride (2.53 g, 19.9 mmol) in toluene was added dropwise, and the resulting mixture was heated to 95 C. and stirred at that temperature for 30 minutes. The mixture was stirred overnight at room temperature. Further 3-chloropropionylchloride (2.53 g, 19.9 mmol) was added and the mixture was stirred at 95 C. for 1.5 h. After cooling, 0.2 M sodium hydroxide (10 ml) was added, and the phases were separated. The organic phase was diluted with more toluene (50 ml): and washed with first 0.2 M sodium hydroxide (6*10 ml) and then with more 0.2 M sodium hydroxide (3*20 ml) until the aqueous phase was alkaline. The organic phase was washed with water (3*15 ml), brine (25 ml), and dried (MgSO4). Evaporation in vacuo afforded 5.23 g (98%) of crude 3-chloro-1-(3-chloro-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)-1-propanone as an oil. This was further purified by addition of a mixture of heptane and ethyl acetate (1:1). This afforded 3.14 g (59%) of the product as a solid.

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; Novo Nordisk A/S; US6110913; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 32943-25-2, name is 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine, 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 32943-25-2, Product Details of 32943-25-2

A solution of 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine (5.00 g, 21.8 mmol) (The Journal of Biological Chemistry (2009) 285, 11, 8363-8374) in toluene (50.0 mL) was treated with chloropropionyl chloride (2.18 mL, 22.9 mmol) and heated to 100 C for 1 h. The mixture was cooled to 25 C, concentrated under N2 stream, dissolved in a minimal amount of toluene and purified by flash chromatography (SiO2, 5-20% ethyl acetate-hexanes) to afford the title compound as an off-white solid (4.74 g, 68%). 1H NMR (600 MHz, CDCl3) (mixture of rotamers) 7.38 (1H, s), 7.29 (2H, br m), 7.25 (1H, m), 7.20 (1H, m), 7.14 (1H, m), 7.06 (1H, d, J = 8.2 Hz), [2H, 3.82 (br m), 3.77 (br m)], [2H, 3.39(br m), 3.33 (br m), 3.29 (t, J = 4.7 Hz)], 2.81 (3H, m), [1H, 2.57(t, J = 6.7 Hz), 2.53 (t, J = 6.8 Hz), 2.50 (t, J = 6.6 Hz)]; LCMS m/z 320.4 ([M + H+], C17H15Cl2NO requires 320.1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine, and friends who are interested can also refer to it.

Reference:
Article; Kastrinsky, David B.; Sangodkar, Jaya; Zaware, Nilesh; Izadmehr, Sudeh; Dhawan, Neil S.; Narla, Goutham; Ohlmeyer, Michael; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6528 – 6534;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 32943-25-2, 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. 32943-25-2, name is 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 17 1-(3-(3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)-1-propyl)4-piperidinecarboxylic acid hydrochloride 3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepine (3.82 g, 16.6 mmol) was dissolved in toluene (20 ml). A solution of 3-chloropropionylchloride (2.53 g, 19.9 mmol) in toluene was added dropwise, and the resulting mixture was heated to 95 C. and stirred at that temperature for 30 minutes. The mixture was stirred overnight at room temperature. Further 3-chloropropionylchloride (2.53 g, 19.9 mmol) was added and the mixture was stirred at 95 C. for 1.5 h. After cooling, 0.2 M sodium hydroxide (10 ml) was added, and the phases were separated. The organic phase was diluted with more toluene (50 ml); and washed with first 0.2 M sodium hydroxide (6*10 ml) and then with more 0.2 M sodium hydroxide (3*20 ml) until the aqueous phase was alkaline. The organic phase was washed with water (3*15 ml), brine (25 ml), and dried (MgSO4). Evaporation in vacuo afforded 5.23 g (98%) of crude 3-chloro-1-(3-chloro-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)-1-propanone as an oil. This was further purified by addition of a mixture of heptane and ethyl acetate (1:1). This afforded 3.14 g (59%) of the product as a solid.

The synthetic route of 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novo Nordisk A/S; US6239148; (2001); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics