Category: 67567-26-4

Related Products of 67567-26-4, 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. 67567-26-4, name is 4-Bromo-2,6-difluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 4-bromo-2,6-difluoroaniline (240 mmol) inAcOR (150 mE) was added dropwise to a suspension ofNa1303.4 H20 (325 mmol) in AcOR (450 mE) at 70 C. during 30 mi Another 2080 mmol of Na1303.4 H20 were added over 5 h to the mixture. During this period the mixturewas stirred at 70 C. The mixture was poured into water andextracted with Et20. The organic layer was combined withanother Et20 solution obtained from another reaction using the same conditions described above. The mixture was concentrated. A precipitate was formed and separated by filtration. The filtrate was concentrated to afford the desired product after flash column chromatography (Si02, petroleum ether).

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, 4-Bromo-2,6-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GALAPAGOS NV; Menet, Christel Jeanne Marie; Mammoliti, Oscar; Blanc, Javier; Orsulic, Mislav; Roscic, Maja; (81 pag.)US9440929; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 67567-26-4, 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. 67567-26-4 name is 4-Bromo-2,6-difluoroaniline, 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.

CuCl2 (0.77 g, 5.77 mmol) was dissolved in 200 mL of water. SOCl2 (29 mL, 0.40 mol) was added thereto at0C, and the mixture was stirred at room temperature for 18 hours. 4-bromo-2,6-difluoroaniline (20 g, 0.096 mol) wasdissolved in 240 mL of HCl and 900 mL of water, and the solution in which NaNO2 (7 g, 0.10 mol) was dissolved in 200mL of water was added thereto at 0C. The above thionyl chloride solution was added thereto, and the reaction wascarried out at room temperature for 1 hour to obtain the title compound (24 g, 85 %) in a solid form.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2,6-difluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; LG Chem, Ltd.; KIM, Young Kwan; PARK, Sang Yun; JOO, Hyun Woo; CHOI, Eun Sil; PAEK, Seung Yup; KANG, Seung Wan; KIM, Byung Gyu; LEE, Chang Seok; KIM, Sung Wook; LEE, Sang Dae; (369 pag.)EP3239143; (2017); A2;,
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. 67567-26-4, name is 4-Bromo-2,6-difluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Bromo-2,6-difluoroaniline

General procedure: The starting materials 1 and 2 were commercially available (Energy Chemical, Shanghai, China).Compound 2 (3.72 mmol) was added to a stirred solution of compound 1 (3.38 mmol) in glacial aceticacid (10 mL). The reaction mixture was then stirred at 110 C for 4 h. After completion of the reaction,the solvent was evaporated, and the residue was purified on a silica gel column chromatography andeluted with ethyl acetate/petroleum ether (bp 60-90 C) (1:3, v/v) to give compounds 3.

The synthetic route of 67567-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Wei; Li, Xiaotian; Ren, Da; Sun, Susu; Huo, Jingqian; Wang, Yanen; Chen, Lai; Zhang, Jinlin; Molecules; vol. 24; 23; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 67567-26-4, A common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, molecular formula is C6H4BrF2N, 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.

4-Bromo-2,6-difluoroaniline (5.00 g, 24.0 mmol, 1.00 equiv) and copper(I) cyanide (6.45 g, 72.0 mmol, 3.00 equiv) were suspended in 50 mL DMF and heated at 120 C for 24 h. After cooling to room temperature, the mixture was poured into an aqueous solution of ammonia (12%, v%, 250 mL). The mixture was then filtered and the precipitate was washed with EtOAc (500 mL). The organic phases were combined and washed with the ammonia solution (500 mL), distilled water (500 mL), brine (500 mL) and dried over anhydrous MgSO4. Solvents were removed under reduced pressure. The crude was purified by flash column chromatography (CH2Cl2/n-pentane, 2:1, v/v) to yield the desired compound (1.88 g, 12.2 mmol, 51%) as a white 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:
Article; Zhang, Lei; Linden, Greta; Vazquez, Olalla; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 2500 – 2508;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 67567-26-4, These common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, 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.

4-bromo-2,6-difluoro-phenylamine (1 g, 4.80 mmol) was dissolved in tetrahydrofuran (15 mL) and sodium hydrogen carbonate (483 mg, 5.76 mmol) was added dropwise at 0 C. Benzyl chloroformate (800 mg, 5.76 mmol) was added dropwise and the mixture was stirred at room temperature for 12 hours. Water was added to terminate the reaction and the mixture was washed with diethylether, water and saturated aqueous solution of sodium chloride. The organic layer was dried with anhydrous magnesium sulfate, distilled under reduced pressure and separated by column chromatography using 6:1 mixture solution of hexane and ethyl acetate to obtain the title compound (1.3 g, 81 % yield).[407] NMR: 1H-NMR(CDCl3) 7.39~7.34(5H, m), 7.17~7.13(2H, m), 6.07(1H, s), 5.21(2H, s)

The synthetic route of 67567-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG LIFE SCIENCES LTD.; KIM, Young Kwan; JOO, Hyun Woo; KIM, Myoung Yeol; PARK, Heui Sul; LEE, Tae Hee; KWAK, Hyo Shin; SHIM, Dong Sup; CHOI, Eun Sil; WO2012/111995; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 67567-26-4, A common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, molecular formula is C6H4BrF2N, 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 3((1R)-1-{3,5-DIFLUORO-4-[(METHYLSULFONYL)AMINO]PHENYL}ETHYL)-6-(TRIFLUORO-METHYL)QUINOLINE-2-CARBOXAMIDE 3A) N-(4-BROMO-2,6-DIFLUOROPHENYL)METHANESULFONAMIDE To a solution of 4-bromo-2,6-difluoroaniline (3.0 g, 14.4 mmol) in pyridine (20 ml) was added methanesulfonyl chloride (2.23 ml, 28.8 mmol) at room temperature. Then the mixture was stirred at 50 C. for 6 hours. After cooing to room temperature, the mixture was concentrated in vacuo. The resulting residue was dissolved in THF (40 ml). To this solution was added 2M sodium hydroxide aqueous solution (40 ml) and the reaction was stirred at room temperature for 4 hours. The mixture was acidified with 2M HCl aqueous solution and extracted with EtOAc. The organic layer was washed with 2M HCl aqueous solution and brine, dried over sodium sulfate and concentrated in vacuo, to give the title compound (4.05 g, 98%) as an orange solid.1H NMR (270 MHz, CDCl3) delta 3.22 (3H, s), 6.08 (1H, br s), 7.17-7.24 (2H, m).MS (ESI) m/z 286 (M+H)+, 284 (M-H)-.

The synthetic route of 67567-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; RENOVIS, INC.; US2012/88746; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 67567-26-4,Some common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, molecular formula is C6H4BrF2N, 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.

4-bromo-2,6-difluoroaniline (0.300g, 1.44mmol) was weighed into a vial, THF (3mL) was added. Intermediate H (407 mg, 1.44mmol) was added as a solid, followed by TEA (0.437g, 4.37 mmol). The vial was capped and the reaction was heated at 60 0C overnight. Product was precipitated by the addition of hexanes. The solids were rinsed with 2: 1 hexanes/ether to yield clean product (66%). 1H-NMR (DMSO-J6) delta 10.0 (s, IH), 9.27 (s,lH), 8.51 (d, J = 5.4 Hz, IH), 7.91 (s, IH), 7.55 (m, 2H) 7.37 (m, IH), MS [M+H]+ = 396.0, LCMS RT = 3.62 min.

The synthetic route of 67567-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/64931; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 67567-26-4, The chemical industry reduces the impact on the environment during synthesis 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, I believe this compound will play a more active role in future production and life.

A solution of 4-bromo-2,6-difluoroaniline (15g) in dry DMF (180ml) was degassed for SOmin. Water (42ml) was added and the solution was further degassed for 10min. n-Butyl vinyl ether (46.60ml), 1,3-bis(diphenylphosphiho)propane (1.96g), potassium carbonate (11.76g), and palladium (II) acetate (0.48g) were added and the mixture was stirred at 80C under nitrogen for 6h and then at ambient temperature for 18h. The5 mixture was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The separated organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was treated with MeCN (100ml), water (100ml) and formic acid (2ml) and stirred at ambient temperature for 45min. The mixture was concentrated under reduced pressure and partitioned between) DCM and saturated aqueous sodium bicarbonate solution. The separated organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash vacuum chromatography (silica, eluting withether). Trituration with cyclohexane afforded a solid which was filtered and dried undervacuum at ambient temperature to give the title compound (10.47g) as a cream solid.Mass spectrum: Found MM* 172H.p.l.c. Rt 2.27 min

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, 4-Bromo-2,6-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/110997; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

67567-26-4, name is 4-Bromo-2,6-difluoroaniline, 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 4-Bromo-2,6-difluoroaniline

Example 1 5-Bromo-1,3-difluoro-2-nitro-benzene: To a suspension of sodium perborate tetrahydrate (1.04 g, 5 mmol) in acetic acid (20 m]L), stirred at 55 C., was added a solution of 4-bromo-2,6-difluoroaniline in acetic acid (10 mL) over 1 hour in a dropwise fashion. After stirring at 55 C. for an additional 3 hours, the solution was allowed to cool to room temperature and filtered. The filtrate was poured into ice, and extracted twice with ethyl acetate. The combined organic extracts were washed successively with 5*100-mL portions of water, brine, dried (MgSO4), and concentrated in vacuo. The resulting residue was purified by column chromatography over silica gel eluted with ethyl acetate:hexanes (1:20) to afford 780 mg of the titel compound as a tan solid. 1H NMR (CDCl3) delta 7.32 (dt, 2H).

The synthetic route of 67567-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Charifson, Paul S.; Deininger, David D.; Grillot, Anne-Laure; Liao, Yusheng; Ronkin, Steven M.; Stamos, Dean; Perola, Emanuele; Wang, Tiansheng; LeTiran, Arnaud; Drumm, Joseph; US2005/256136; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 67567-26-4,Some common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, molecular formula is C6H4BrF2N, 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.

To a solution of 1-tert-butoxycarbonyl-4-methyl-piperidine-4-carboxylic acid (240 mg, 0.99 mmol, 1.0 eq.) in CH2Cl2 (8.0 mL) was added pyridine (320 mg, 0.32 mL, 3.9 mmol, 4.0 eq.), (COCl)2 (130 mg, 0.088 mL, 0.99 mmol, 1.0 eq.) followed by 2 drops of DMF. After 1 h at room temperature, 4-bromo-2,6-difluoro-aniline (210 mg, 0.99 mmol, 1.0 eq.) was added and the mixture was stirred at room temperature overnight, after which CH2Cl2 was added and washed with water and brine. The organic layers were dried, evaporated and purified over silica gel with ethyl acetate in hexanes (5 to 50% gradient) to give tert-butyl 4-[(4-bromo-2,6-difluoro- phenyl)carbamoyl]-4-methyl-piperidine-1-carboxylate (350 mg, 82%). 1H NMR (CDCl3) d: 7.43 (s, 1H), 7.11 (d, J= 6.6 Hz, 2H), 3.65 – 3.81 (m, 2H), 3.14 – 3.22 (m, 2H), 2.09 (d, J= 13.9 Hz, 2H), 1.46 – 1.52 (m, 2H), 1.45 (s, 9H), 1.32 (s, 3H).

The synthetic route of 67567-26-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PTC THERAPEUTICS, INC.; ZHANG, Nanjing; BABU, Suresh; BARRAZA, Scott J.; BHATTACHARYYA, Anuradha; CHEN, Guangming; KARP, Gary Mitchell; KASSICK, Andrew J.; MAZZOTTI, Anthony R.; MOON, Young-Choon; NARASIMHAN, Jana; SYDORENKO, Nadiya; TURPOFF, Anthony; WOLL, Matthew, G.; YAN, Wuming; (0 pag.)WO2020/5877; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary