Category: 608-30-0

Some common heterocyclic compound, 608-30-0, name is 2,6-Dibromoaniline, molecular formula is C6H5Br2N, 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 C6H5Br2N

A solution of 2,6-dibromoaniline (1.0 g, 4.0 mmol) in CHCl3 (8 ml) was treated with a suspension of m-CPBA (2.1 g, 12.0 mmol) in CHCl3 (8 ml) and the resulting mixture stirred overnight. After 24 h the solution was diluted with CHCI3 and washed successively with sat. aq. Na2S2Os, sat. aq. NaHCO3 and brine. The organic layers were dried over Na2SO4, filtered, concentrated and dried in vacuo to afford 1,3-dibromo-2-nitrosobenzene (1.0 g, 100 %); the resultant solid was used directly in the next stage.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 608-30-0, its application will become more common.

Reference:
Patent; UNIVERSITY OF DURHAM; WO2009/34396; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 608-30-0, name is 2,6-Dibromoaniline, molecular formula is C6H5Br2N, 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. category: bromides-buliding-blocks

In a 1 L three-necked flask, the raw material 2,6-dibromoaniline (25 g, 0.1 mol), iodobenzene (51 g, 0.25 mol), copper powder (7.0 g, 0.11 mol), potassium carbonate ( 34.5g, 0.25mol), o-dichlorobenzene (500mL), heated to 160 C under nitrogen protection, heat preservation reaction for 24 hours, cool to 25 C, suction filtration, 200g toluene rinse filter cake, collect filtrate, remove solvent The obtained crude product was purified by silica gel column chromatography. The eluent was petroleum ether: ethyl acetate=5:1, and the target product A01 was obtained in the form of 28.5 g, yield 70.7%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 608-30-0, its application will become more common.

Reference:
Patent; CECEP Wanrun Co., Ltd.; Sheng Lei; Wang Zheng; Li Yinhua; Gao Shukun; Hu Baohua; Hou Feifei; (19 pag.)CN108383847; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 608-30-0,Some common heterocyclic compound, 608-30-0, name is 2,6-Dibromoaniline, molecular formula is C6H5Br2N, 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 Synthesis of 2,6-dibromobenzenesulfonyl chloride A solution of 2,6-dibromoaniline (10 g, 39.8 mmol) in trifluoroacetic acid (60 mL) and conc. HCl (12 mL) was cooled to 0 C. in an ice bath and treated dropwise with a solution of sodium nitrate (3.4 g, 39.8 mmol) in water (3 mL) over a period of 60 min. To the resulting mixture was added a suspension of copper(I) chloride (2.6 g) and copper(II) chloride (2.6 g) in sulfurous acid (70 mL) and acetic acid (70 mL) over a period of 90 min. After the addition was complete the resulting mixture was stirred at ambient temperature for 45 min. The resulting white precipitate was collected by filtration and dried under the reduced pressure to afford 2,6-dibromobenzenesulfonyl chloride as the white powder (5.2 g, 39%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Dibromoaniline, its application will become more common.

Reference:
Patent; Wexler, Ruth R.; Jacobson, Irina C.; US6399644; (2002); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 608-30-0, name is 2,6-Dibromoaniline, 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. Recommanded Product: 2,6-Dibromoaniline

A. 4-Bromo-7-nitrobenzofurazan (422A) To a solution of 2,6-dibromoaniline (1.0 g, 4.0 mmol) in CHCl3 (8 mL) was added a suspension of mCPBA (70% by HPLC, 1.4 g, 8.0 mmol) in CHCl3 (8 mL) and the resulting mixture was stirred for 24 h at rt. The reaction mixture was diluted with CHCl3 and washed successively with 2% Na2S2O3 solution, 5% Na2CO3 solution and brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to leave a solid, which was suspended, into DMSO (15 mL). To this suspension was added a solution of NaN3 (272 mg, 4.19 mmol) in DMSO (15 mL) at rt. The resulting mixture was stirred at rt until most of the nitrogen had evolved and was then quickly heated to 120 C. for 3 min. The reaction mixture was cooled and poured onto crushed ice (100 g). After standing for 1 h the precipitates were filtered off, dried in vacuo and redissolved in conc. H2SO4 (5 mL). To this solution was added a solution of NaNO3 (400 mg, 4.7 mmol) in 50% H2SO4 (1.6 mL) and the temperature was maintained at 60 C. After the addition was complete, the mixture was heated at 85 C. for 30 min, cooled to rt and poured onto crushed ice (40 g). EtOAc was added, the layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to leave a solid which was purified by flash chromatography (silica gel, EtOAc (20%) in hexanes) affording compound 422A (785 mg, 81%) as a tan solid.

The synthetic route of 2,6-Dibromoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Salvati, Mark E.; Balog, James Aaron; Pickering, Dacia A.; Giese, Soren; Fura, Aberra; Li, Wenying; Patel, Ramesh N.; Hanson, Ronald L.; Mitt, Toomas; Roberge, Jacques Y.; Corte, James R.; Spergel, Steven H.; Rampulla, Richard A.; Misra, Raj N.; Xiao, Hai-Yun; US2004/77605; (2004); A1;; ; Patent; Salvati, Mark E.; Mitt, Toomas; Patel, Ramesh N.; Hanson, Ronald L.; Brzozowski, David; Goswami, Animesh; Chu, Linda Nga Hoong; Li, Wen-sen; Simpson, James H.; Totleben, Michael J.; He, Weixuan; US2005/119228; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 608-30-0, A common heterocyclic compound, 608-30-0, name is 2,6-Dibromoaniline, molecular formula is C6H5Br2N, 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.

(1) Adding 1 mole of 2,6-dibromoaniline to a four-necked flask,Adding 50% sulfuric acid to the flask, stirring was started, and a 15% aqueous solution of sodium nitrite was added dropwise at a temperature of 0-5 C, and the dropping time was 2 hours.After the dropwise addition is kept for 1 hour, 2,6-dibromoaniline is subjected to diazotization reaction at 0 to 5 C under acidic conditions, and the reaction is completed to obtain a dibromoaniline diazonium salt aqueous solution;The molar ratio of 2,6-dibromoaniline to sodium nitrite is 1:1.05, and the molar ratio of sodium nitrite to sulfuric acid is 1:4;(2) adding hypophosphorous acid to the flask in the dibromoaniline diazonium salt aqueous solution prepared in the step (1), then raising the temperature to 70-80 C, and maintaining the reaction for 3 hours to obtain a mixed solution containing m-dibromobenzene. ; the molar ratio of hypophosphorous acid to 2,6-dibromoaniline is 1.3:1;(3) The mixture obtained in the step (2) is allowed to stand for 30 minutes to be layered, and then the inorganic phase and the organic phase are separated, the organic phase is washed with water, and the inorganic phase and the organic phase are separated by standing. The organic phase can be distilled under reduced pressure to obtain m-dibromobenzene; the calculated yield is over 81%, and the detection purity is over 98%.

The synthetic route of 608-30-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Tianyi Chemical Co., Ltd.; Tang Xingsan; Xing Xiaohua; Zhang Ming; (6 pag.)CN110078587; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 608-30-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 608-30-0 name is 2,6-Dibromoaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Under a nitrogen atmosphere, 1.2 mmol alpha,alpha-dione-2,3:5,6-bis(pentamethylene)pyridine, 1.0 mmol of CoCl2, 2.5 mmol of 2,6-dibromoaniline dissolved in 10mL glacial acetic acid, reflux reaction at 120 C (under reflux reaction) for 4 hours. After completion of the reaction, the mixture was cooled to room temperature, and 30 mL of anhydrous ether was added thereto, followed by stirring for 2 hours. Filtered, washed with ether and dried. A brown powder was obtained in a yield of 60.7%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Dibromoaniline, and friends who are interested can also refer to it.

Reference:
Patent; Institute of Chemistry, Chinese Academy of Sciences; Du, Shizhen; Zhang, Wenjuan; Sun, Wenhua; (29 pag.)CN106432356; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

608-30-0, name is 2,6-Dibromoaniline, belongs to bromides-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 2,6-Dibromoaniline

Example 15 In this example, formation of 2,6,2″,6″-tetramethoxy-[1,1′;3′,1″]terphenyl-2′-ylamine is shown. 25.0 g (0.137 mol) of 2,6-dimethoxyphenylboronic acid, 11.41 g (0.046 mol) of 2,6-dibromo-phenylamine, 54.00 g (0.166 mol) of cesium carbonate, 0.62 g (0.000677 mol) of tris(dibenzylideneacetone)dipalladium (0), 0.38 g (0.00163 mol) of di-tert-butyl-trimethylsilanylmethyl-phosphine and 125 ml of dioxane were stirred at room temperature for 12 hours. The reaction mixture was filtered and the solvent was removed under vacuum. The resulting mixture was recrystallized from methylene chloride. Yield of 2,6,2″,6″-tetramethoxy-[1,1′;3′,1″]terphenyl-2′-ylamine was 12.21 g (73%) with m.p. 177.77 C. 1H NMR (CDCl3) 3.95 (s, 12H, MeO), 4.10 (s, 2H, NH2), 6.85-7.60 (m, arom. 9H).Anal. Calcd. for C22H23NO4: C, 72.31; H, 6.34; N, 3.83. Found: C, 72.13; H, 6.28; N, 3.02. GC/MS MW is 365. The structure was confirmed by X-ray analysis.

The synthetic route of 608-30-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ionkin, Alex Sergey; US2006/281923; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 608-30-0, The chemical industry reduces the impact on the environment during synthesis 608-30-0, name is 2,6-Dibromoaniline, I believe this compound will play a more active role in future production and life.

This compound was prepared by modified literature procedures.11,12 A solution of NaNO2 (0.205 g,2.97 mmol) in H2O (1.5 mL) was added dropwise to a suspension of 2,6-dibromoaniline, 7c, (678 mg, 2.70 mmol) in concentrated aqueous HCl (2.6 mL, 12 M) at 0 C. The mixture was stirred at 0 C for 90 min. Additional NaNO2 (55 mg, 0.797 mmol) was added. The mixture was stirred for an additional 45 min at 0 C and then the resulting cold solution was added dropwise to a stirred solution of potassium ethyl xanthate (525 mg, 3.27 mmol) in H2O (0.65 mL) at 45 C through a glass pipet with a plug of glass wool. The reaction mixture was stirred for 30 min at this temperature and then allowed to cool to room temperature. The reaction mixture was extracted with diethyl ether (3×50 mL). The combined organic extracts were washed with 1 M NaOH solution (100 mL), water (3x 50 mL), brine (50 mL), dried over anhyd MgSO4, filtered and evaporated under reduced pressure. The resulting crude product was dissolved in ethanol (8 mL) and heated to reflux. Potassium hydroxide pellets (654 mg, 11.6 mmol) were added and refluxing continued overnight. After cooling to room temperature, the ethanol was evaporated under reduced pressure. The residue was dissolved in water and washed with diethyl ether (100 mL). The aqueous layer was acidified with 1 M HCl to pH 2 and extracted with diethyl ether (3 50 mL). The organic extracts were washed with water (50 mL), brine (50 mL), dried over anhyd MgSO4, filtered and evaporated under reduced pressure. The residue was purifiedby column chromatography on silica gel using hexanes as eluent to give 8b as a slightly yellow solid (518 mg, 72%). This compound always contains trace amounts of oxidized disulfide compound. Therefore, compound 8b was used in next step without further purification. 1H NMR (500 MHz, CD2Cl2) d 5.04 (s, 1H), 6.87 (t, J=7.0 Hz, 1H), 7.52 (d, J=7.0 Hz, 2H); IR (KBr) 1400, 1421, 1543, 2553(SH), 3064, 3458 cm1.

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, 2,6-Dibromoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yamamoto, Takuhei; Ammam, Malika; Roberts, Sue A.; Wilson, George S.; Glass, Richard S.; Tetrahedron; vol. 72; 20; (2016); p. 2527 – 2534;,
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 608-30-0 as follows. name: 2,6-Dibromoaniline

Example 51 trans-N- (6-Bromo-2, 3,4, 14b-tetrahydro-1 H-dibenzo [b, qpyrido [1, 2-d] [1,4] oxazepin- 1-yl)-2, 2, 2-trifluoroacetamide (Structure 36 of scheme IX where X = O, R1 = H, R2 = H, R3 = H, R4 = Br, R5 = H, R10 = H) 2-[(2,6-Dibromophenyl)iminomethyl]phenol (Structure 30 of scheme VIII where R2 = H) General method 19: Formation of an imine of Structure 30 out of an amine and an aldehyde. A solution of 2, 6-dibromoaniline (9 g, 35.9 mmol), salicylaldehyde (2.79 mL, 35.9 mmol) and p-toluenesulfonic acid (20 mg, 0.1 mmol) in toluene (180 mL) was heated to reflux in a Dean-Stark apparatus for 2 h. After adding some triethylamine the reaction mixture was evaporated resulting in crude compound 2- 6- dibromophenyl) iminomethyllphenol (14 g, 100%).

According to the analysis of related databases, 608-30-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AKZO NOBEL N.V.; WO2003/84963; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 608-30-0, name is 2,6-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C6H5Br2N

General procedure: A flask equipped with a septum and a stirring bar was charged with aniline derivative (2.00 g, 1.00 equiv). The flask was closed andTHF (5 mL) was added by using a syringe under an argon atmosphere.The solution was cooled to -20 C and BF3*OEt2(1.50 equiv) was added. Isoamyl nitrite (1.50 equiv) was then slowly added under vigorous stirring and the solution was stirred for 2 hat this temperature. The precipitate was filtered off and washed withice-cold Et2O. Without further isolation, the precipitate was then poured (with MeCN wash) into a freshly a prepared solution containing i-Pr2NH (3.00 equiv) in a mixture of THF-pyridine (9:1, 10 mL) at -20 C. The solution was stirred and allowed to warm slowly to r.t. for an additional 16 h. The reaction was then quenched with sat. NH4Cl solution, the aqueous phase was extracted twice with EtOAc and the organic layer was dried over MgSO4. The solvent was removed in vacuum and the crude product was purified by flash column chromatography (silica gel).

The synthetic route of 608-30-0 has been constantly updated, and we look forward to future research findings.

Reference:
Review; Hafner, Andreas; Hussal, Christoph; Braese, Stefan; Synthesis; vol. 46; 11; (2014); p. 1448 – 1454;,
Bromide – Wikipedia,
bromide – Wiktionary