Category: 4766-33-0

Related Products of 4766-33-0, 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 4766-33-0 as follows.

General procedure: The substituted 1-naphthylamine (10 mmol), 2-picolinic acid (12.5 mmol) and Et3N (20 mmol,2.8 mL) were dissolved in DCM (40 mL) followed by dropwise addition of POCl3 (1.88 mL) at 0C. The resulting mixture was stirred at 0C for 0.5 h and warmed to room temperature for 2 h. Then the reaction mixture was cooled to 0C. Ice water was added slowly to quench the reaction. The organic layer was collected, and the aqueous phase was extracted with DCM. The combined organic phase was washed by saturated NaHCO3 and dried over MgSO4. The solvent was evaporated under reduced pressure, and the residue was recrystallized from i-propyl alcohol to give desired product.

According to the analysis of related databases, 4766-33-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guan, Dinghui; Han, Lu; Wang, Lulu; Song, He; Chu, Wenyi; Sun, Zhizhong; Chemistry Letters; vol. 44; 6; (2015); p. 743 – 745;,
Bromide – Wikipedia,
bromide – Wiktionary

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 4766-33-0 as follows. Safety of 5-Bromonaphthalen-1-amine

General procedure: To a stirred solution of 3-chloro-6-nitrobenzo[d]isothiazole 1,1-dioxide (2) 1 mmol) in THF (15 mL), triethylamine (3 mmol) and aromatic amine (1 mmol) were added. The mixture was stirred at room temperature for 4~6 h. The solvent was eliminated in vacuo and the resulting residual was recrystallised from ethyl acetate/hexane to give the title compounds in mediate to high over yield.

According to the analysis of related databases, 4766-33-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shang, Erchang; Wu, Yiran; Liu, Pei; Liu, Ying; Zhu, Wei; Deng, Xiaobing; He, Chong; He, Shan; Li, Cong; Lai, Luhua; Bioorganic and Medicinal Chemistry Letters; vol. 24; 12; (2014); p. 2764 – 2767;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 4766-33-0, name is 5-Bromonaphthalen-1-amine, molecular formula is C10H8BrN, 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. Application In Synthesis of 5-Bromonaphthalen-1-amine

To a suspension of 1-bromo-5-nitronaphthalene (2 g, 7.94 mmol) in EtOH (50 mL), a solution of NH4Cl (2.2 g, 41.1 mmol) in water (20 mL) was added, followed by iron powder (1.33 g, 23.82 mmol). The resulting mixture was stirred at 75 C. (bath temperature) for 1.5 h. Celite (3 g) was added, and the mixture was allowed to cool down to rt, diluted with CH2Cl2 (100 mL), filtered through a plug of Celite, washing with CH2Cl2 (150 mL). The filtrate was washed with brine and dried over Na2SO4. Upon evaporation of the filtrate, the crude material was redissolved in CH2Cl2 (20 mL), transferred on top of a 80 g SiO2 column, and ran with 20% to 80% EtOAc/hexane gradient. The fractions containing the product were evaporated to viscous light brown oil that quickly crystallized. Yield of 5-bromo-1-aminonaphthalene [West, R. W. J. Chem. Soc. 1925, 127, 494] 1.48 g (84%). 5-Bromo-1-aminonaphthalene (1.37 g, 6.17 mmol) was dissolved in trimethyl phosphate (760 muL, 6.5 mmol) in a 50 mL round-bottom flask, equipped with an air condenser and a CaCl2 drying tube, the apparatus was flushed with nitrogen, and the mixture was heated at 200 C. (bath temperature) for 1.5 h. The flask was then allowed to cool below 100 C., 1 N NaOH (20 mL) was added, the resulting suspension was sonicated briefly and stirred at rt overnight. The mixture was diluted with brine, extracted with CH2Cl2 (3¡Á50 mL), the combined extracts were dried over Na2SO4. The product was isolated by column chromatography (100 g of SiO2, gradient 10% to 50% CH2Cl2/hexane) to yield 1-bromo-5-(dimethylamino)naphthalene 28a [West, R. W. J. Chem. Soc. 1925, 127, 494] as a light-orange viscous oil (1.29 g, 84%). 1H NMR (301 MHz, CDCl3): delta 8.26 (dt, J=8.6, 1.0 Hz, 1H), 7.95 (dt, J=8.6, 0.9 Hz, 1H), 7.78 (dt, J=7.4, 1.0 Hz, 1H), 7.51 (ddd, J=8.5, 7.5, 0.7 Hz, 1H), 7.32 (ddd, J=8.4, 7.3, 0.7 Hz, 1H), 7.14 (dd, J=7.6, 1.0 Hz, 1H), 2.90 (s, 6H) ppm. 13C NMR (76 MHz, CDCl3): delta 151.3, 133.4, 130.4, 130.1, 127.3, 125.4, 124.3, 123.3, 122.0, 115.0, 45.5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4766-33-0, its application will become more common.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e. V.; SEDNEV, Maksim; BUTKEVICH, Alexey; SHOJAEI, Heydar; BELOV, Vladimir; HELL, Stefan; WURM, Christian; KAMIN, Dirk; (68 pag.)US2018/223102; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

4766-33-0, These common heterocyclic compound, 4766-33-0, name is 5-Bromonaphthalen-1-amine, 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.

General procedure: The substituted 1-naphthylamine (10 mmol), 2-picolinic acid (12.5 mmol) and Et3N (20 mmol,2.8 mL) were dissolved in DCM (40 mL) followed by dropwise addition of POCl3 (1.88 mL) at 0C. The resulting mixture was stirred at 0C for 0.5 h and warmed to room temperature for 2 h. Then the reaction mixture was cooled to 0C. Ice water was added slowly to quench the reaction. The organic layer was collected, and the aqueous phase was extracted with DCM. The combined organic phase was washed by saturated NaHCO3 and dried over MgSO4. The solvent was evaporated under reduced pressure, and the residue was recrystallized from i-propyl alcohol to give desired product.

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 4766-33-0.

Reference:
Article; Guan, Dinghui; Han, Lu; Wang, Lulu; Song, He; Chu, Wenyi; Sun, Zhizhong; Chemistry Letters; vol. 44; 6; (2015); p. 743 – 745;,
Bromide – Wikipedia,
bromide – Wiktionary