Category: 113775-47-6

Adding a certain compound to certain chemical reactions, such as: 113775-47-6, name is Dexmedetomidine, belongs to imidazoles-derivatives 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 113775-47-6, name: Dexmedetomidine

A mixture of (+)-(S)-4-[1-(2,3-dimethyl-phenyl)-ethyl]-1H-imidazole (dexmeditomidine; 2.00 g, 10.0 mmol) prepared as described in Cordi et al., Synth. Comm. 26: 1585 (1996), in THF (45 mL) and water (40 mL) was treated with NaHCO3 (8.4 g, 100 mmol) and phenylchlorothionoformate (3.7 mL, 27.4 mmol). After stirring for four hours at room temperature, the mixture was diluted with water (30 mL) and ether (75 mL). The organic layer was removed, and the aqueous layer extracted twice with a 50 ml volume of ether. The organic layers were dried over MgSO4 and filtered. The residue was concentrated under vacuum, diluted with MeOH (54 mL) and reacted with NEt3 (6.5 mL) at room temperature for 16 hours. The solvent was removed under vacuum and replaced with 30% CH2C12:hexane. The solvent was removed again and solids formed. After further resuspension in 30% CH2C12:hexane, the solid was collected on a filter, washed with CH2C12:hexane and dried under vacuum to give Compound 1 ((+)-(S)-4-[1-(2,3-dimethyl-phenyl)-ethyl]-1,3-dihydro-imidazole-2-thione) 1.23 g (53%). A schematic of the preparation of Compound 1 is shown above. Characterization of the product yielded the following. Optical rotation: [a]D20+14 (c 1.25 in MeOH). 1H NMR: (300 MHz, DMSO) d 11.8 (s, 1H), 11.6 (s, 1H), 7.03-7.01 (m, 2H), 6.95-6.91 (m, 1H), 6.50 (s, 1H), 4.15 (q, J=6.9 Hz, 1H), 2.25 (s, 3H), 2.20 (s, 3H), 1.38 (d, J=6.9 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Dexmedetomidine, and friends who are interested can also refer to it.

Reference:
Patent; Allergan, Inc.; US2005/59721; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 113775-47-6, name is Dexmedetomidine, 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. Computed Properties of C13H16N2

L- (+) – tartaric acid (9 g, 60 mmol)Was added to a solution of metomidol (12 g, 60 mmol) in ethanol (250 ml).The suspension was heated to reflux until complete dissolution,Followed by stirring at room temperature overnight,Filtration gave a white solid (9 g).The resulting solid was heated to reflux in isopropanol (200 ml)Followed by stirring at room temperature overnight,Filtration gave (13.5 g).The obtained solid was purified once more in the same manner,To obtain a solid 8. lg, purity 99.9%, yield 77.1%.

The synthetic route of Dexmedetomidine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co; Hou, Xianshan; Wang, Junyan; Wang, Zhian; Zhong, Xinguang; (11 pag.)CN106083724; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 113775-47-6, name is Dexmedetomidine, belongs to imidazoles-derivatives 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 113775-47-6, Safety of Dexmedetomidine

20 g (100 mmol) of 4- [1- (2,3-dimethylphenyl) ethyl] -1H-imidazole and 9 g (70 mmol) of L – (+) – tartaric acid were added to 80 ml of absolute ethanol,Heated to 65 stirring,After the reaction was dissolved to continue stirring for two hours,Then cooled to 10 C,Stir overnightAt this time a large number of white solid,Suction filtration,The filter cake was washed with absolute ethanol,Get dexmedetomidine tartrate 16.6g,Yield 47.3%The ee value is 99.24%.

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; Tsingtao Chenda Biological Technology Co., Ltd.; Lv Yanhua; (8 pag.)CN106588778; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

113775-47-6, A common compound: 113775-47-6, name is Dexmedetomidine, belongs to imidazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

A mixture of (+)-(S)-4-[1-(2,3-dimethyl-phenyl)-ethyl]-1H-imidazole (dexmeditomidine; 2.00 g, 10.0 mmol) prepared as described in Cordi et al., Synth. Comm. 26: 1585 (1996), in THF (45 mL) and water (40 mL) was treated with NaHCO3 (8.4 g, 100 mmol) and phenylchlorothionoformate (3.7 mL, 27.4 mmol). After stirring for four hours at room temperature, the mixture was diluted with water (30 mL) and ether (75 mL). The organic layer was removed, and the aqueous layer extracted with ether (2¡Á50 mL). The organic layers were dried over MgSO4 and filtered. The residue was concentrated under vacuum, diluted with MeOH (54 mL) and reacted with NEt3 (6.5 mL) at room temperature for 16 hours. The solvent was removed under vacuum and replaced with 30% CH2Cl2:hexane. The solvent was removed again and solids formed. After further resuspension in 30% CH2Cl2:hexane, the solid was collected on a filter, washed with CH2Cl2:hexane and dried under vacuum to give Compound 1 ((+)-(S)-4-[1-(2,3-dimethyl-phenyl) ethyl]-1,3-dihydro-imidazole-2-thione) 1.23 g (53%). Characterization of the product yielded the following. Optical rotation: [a]D20+14 (c 1.25 in MeOH). 1H NMR: (300 MHz, DMSO) d 11.8 (s, 1H), 11.6 (s, 1H), 7.03-7.01 (m, 2H), 6.95-6.91 (m, 1H), 6.50 (s, 1H), 4.15 (q, J=6.9 Hz, 1H), 2.25 (s, 3H), 2.20 (s, 3H), 1.38 (d, J=6.9 Hz, 3H)

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, Dexmedetomidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Allergan, Inc.; US2005/59664; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem