Author: Jessica.F

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 1435-52-5 as follows. Recommanded Product: 1,4-Dibromo-2-fluorobenzene

To a stirred solution of 1,4-dibromo-2-fluorobenzene (100 g, 395.2 mmol) in ethylene glycol(510 mL), NMP (50 mL) was added at rt under N2 atmosphere. Then tBuOK (155.2 g,1383.0 mmol) was added slowly over 10 mm at 10 C. The reaction mixture was heated at100 C for 12 h. The completion of the reaction was monitored by TLC. The reaction mixture was cooled to rt and diluted with water (200 mL) and stirred for 15 mm at rt. The resulting solid was filtered and washed with ethylene glycol (2 x 30 mL). Water (2200 mL) was added to the filtrate, the solution was cooled to 15 C and stirred for I h. The resulting precipitate was filtered and washed with water (2 x 100 mL), pet ether (2 x 100 mL) and dried. It was further dried with the addition of toluene and its evalportaion (3 x 200 mL). It was then use in the next step without further purification. Yield: 77.5% (90 g, pale brown solid). 1H NMR (400 MHz, CDCI3): 6 7.41 (d, J = 8.4 Hz, I H), 7.06 (d, J = 2.0 Hz, I H), 7.02 (dd, J = 8.4, 2.4 Hz, IH), 4.14 (t, J = 4.4 Hz, 2H), 4.03-4.00 (m, 2H), 2.36 (t, J = 6.4 Hz,IH).

According to the analysis of related databases, 1435-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut, Gajendra; (280 pag.)WO2017/144633; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 502496-36-8,Some common heterocyclic compound, 502496-36-8, name is 3-Bromo-5-fluoro-2-methylaniline, molecular formula is C7H7BrFN, 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.

[00404] 3-Bromo-5-fluoro-2-methyl-aniline (725 mg, 3.55 mmol), bis(pinacolato)diboron(1 .08 g, 4.26 mmol) and potassium acetate (1 .05 mg, 10.7 mmol) were mixed in 1 ,4-dioxane (35 mL) and nitrogen gas was blown through for 5 minutes. 1,1-Bis(diphenyl-phosphino)ferrocene- palladium(1,1)dichloride DCM adduct (174 mg, 0.21 mmol) was added and the mixture was heated under ref lux conditions for 4 hours. The reaction was allowed to cool – excess dioxanewas removed and the residue was diluted with EtOAc and filtered through celite. The organic solution was concentrated. The crude material was purified by column chromatography (24g silica) with a gradient 0 – 50% EtOAc in hexanes to give 5-fluoro-2-methyl-3-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)aniline (0.761 g, 2.79 mmol, 78.5%).[00405] 1H NMR (DMSO-d6): O 6.91 (dd, J= 2.7 and 9.0 Hz, 1H), 6.50 (dd, J= 2.6 and10.0 Hz, 1H), 3.88 (bs, 2H), 2.34 (5, 3H), 1.36 (5, 12H).

The synthetic route of 502496-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; GOLDBERG, Kristin; HAMILTON, Niall; JONES, Stuart; JORDAN, Allan; LYONS, Amanda; NEWTON, Rebecca; OGILVIE, Donald; WASZKOWYCZ, Bohdan; WO2015/79251; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2576-47-8, A common heterocyclic compound, 2576-47-8, name is 2-Bromoethylamine hydrobromide, molecular formula is C2H7Br2N, 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.

A solution of 2-bromoethylamine hydrobromide (1.1 g, 5.4 mmol) and aniline (3.0 g, 32 mmol) in toluene (8 ml) was stirred for 1 day at 120 C under an argon atmosphere and the precipitated product was collected by filtration. The salt was then treated with a 20% aqueous NaOH solution and extracted with dichloromethane. The organic phase was dried over anhydrous Na2SO4. After the Na2SO4 was filtered out and the solvent was distilled the crude product was further purified by column chromatography on silica gel (eluant: methanol) to afford N-phenylethylenediamine as a red-brown liquid. Yield: 87% (0.64 g); 1H NMR (400 MHz, CDCl3) delta 1.51 (br s, 3H), 2.93 (t, 2H), 3.17 (t, 2H), 6.63 (d, 2H), 6.70 (t, 1H), 7.17 (t, 2H). 2-(Chloromethyl)pyridine hydrochloride (1.8 g, 11 mmol) was treated with a 20% aqueous NaOH solution and extracted with dichloromethane and the organic phase was dried over anhydrous Na2SO4. After Na2SO4 was filtered out and the solvent was evaporated off, a solution of 2-(chloromethyl)pyridine in benzene (3 ml) was added to a solution of N-phenylethylenediamine (0.69 g, 5.1 mmol), which was prepared as described above, and triethylamine (5.1 g, 51 mmol) in benzene (4 ml) and stirred for 17 h at 80 C under an argon atmosphere. After being cooled to room temperature and the addition of diethyl ether, the inorganic by-products were removed by washing with a saturated NaHCO3 solution and with brine. The organic phase was dried over anhydrous Na2SO4. After the Na2SO4 was filtered out and the solvent was removed the crude product was purified by column chromatography on silica gel (eluant: ethyl acetate) to afford 2a as a red-brown viscous liquid. Yield: 69% (1.1 g);

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; Maruyama, Takayuki; Fujie, Yasuyuki; Oya, Noriyuki; Hosaka, Eisuke; Kanazawa, Aki; Tanaka, Daisuke; Hattori, Yoshiyuki; Motoyoshiya, Jiro; Tetrahedron; vol. 67; 36; (2011); p. 6927 – 6933;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 10269-01-9, name is (3-Bromophenyl)methanamine, A new synthetic method of this compound is introduced below., name: (3-Bromophenyl)methanamine

To a stirred solution of 2-methyl-1-(4- methylsulfonyl-5,6,7,8- tetrahydroquinazolin-2-yl)indole-4-carbonitrile (400 mg, 1.09 mmol) in MeCN (50 ml) were added (3-bromophenyl)methanamine (2 g, 10.92 mmol) and TEA (1g, 10.92 mmol). The reaction mixture was refluxed for 2 days, then concentrated in vacuum and purified by column chromatography on silica gel column (hexane/ethyl acetate) to afford 1-[4-[(3- bromophenyl)methylamino]-5,6,7,8-tetrahydroquinazolin-2-yl]-2-methyl-indole- 4-carbonitrile (0.5 g, 87.3%) as a brown solid. LCMS (M+H+) m/z: Calcd:

The synthetic route of 10269-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CLEAVE BIOSCIENCES, INC.; ZHOU, Han-Jie; WUSTROW, David; (498 pag.)WO2016/200840; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 583-75-5,Some common heterocyclic compound, 583-75-5, name is 4-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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.

Compound 13-2 (0405) To a mixture of 4-bromo-2-methylbenzenamine (500 mg, 2.69 mmol), KOAc (1.32 g, 13.4 mmol) and bis(pinacolato)diboron (2.05 mg, 8.0 mmol) in dioxane (4 mL) was added Pd(dppf)Cl2 (110 mg, 0.134 mmol). After having been degassed and recharged with nitrogen, the mixture was refluxed at 85 C. for 16 h. TLC showed that the reaction was complete. Water (20 mL) was added and the mixture was extracted with ethyl acetate (30 mL×3). The combined organic layers were dried over Na2SO4, filtered, concentrated and purified by silica gel column chromatography (DCM) to afford 13-2 as a white solid (485 mg, yield 77%).

The synthetic route of 583-75-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nivalis Therapeutics, Inc.; Wasley, Jan; Rosenthal, Gary J.; Sun, Xicheng; Strong, Sarah; Qiu, Jian; US9138427; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 15155-41-6, name is 4,7-Dibromo-2,1,3-benzothiadiazole, A new synthetic method of this compound is introduced below., Safety of 4,7-Dibromo-2,1,3-benzothiadiazole

After inserting the round bottom flask the compound 1-a (5.0 g), 90 mL ethanol, 30 mL THF and then the insert, respectively, are injected to NaBH4 (3.2 g). After that, if the amount of catalyst injected CoCl2-6H2O, there is changed to black solution and the reaction was performed for 3 hours. After ether to complete the reaction, 50 mL and through the H2O 50 mL, if the solvent, extract the product through ether and aqueous NaCl solution is created, a yellow solid, when the recrystallization through the MC and hexane, a yellow solid product 3, to give the 6-dibromobenzene-1,2-diamine (compound a-2). (Yield: 78%).

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; Pusan National University Industry-Academic Cooperation Foundation; Hwang, Do Hun; Kim, Ji Hun; Kim, Hee Woon; Im, Jong Min; (52 pag.)KR101495152; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 61326-44-1, 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. 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2, under nitrogen protection, in a 100 mL three-necked flask was added 0.60 g of compound A, 0.72 g of 4-methoxybenzeneboronic acid, 0.60g TauBetaAlphaBeta,3.6 mL of a 2 mol aqueous solution of potassium carbonate, 0.60 g of tetrakistriphenylphosphine palladium and 25 mL of toluene, stirred at 80 ° C for 16 h, extracted with CH2CI2 (40 mL X 3 ) Rotary steaming, column chromatography:PE: EA = 50:1 gave compound B.

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, 1,1,2,2-Tetrakis(4-bromophenyl)ethene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Changzhou University; Xiao Tangxin; Zhou Ling; Li Zhengyi; Sun Xiaoqiang; (7 pag.)CN109879858; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 626-40-4, name is 3,5-Dibromoaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H5Br2N

Compound II (2.25g, 10mmol), compound III (2.51g, 10mmol) and diisopropyl serotonin reuptake (DIPEA, 3.88g, 30mmol) dissolved in 50 ml of xylene in drying, and then the temperature under the protection of nitrogen reflux, until the reaction is complete (usually 5 hours). The reaction mixture carefully dumped into 200 ml ice water, stirring, for 50 ml × 3CH2 Cl2 Extraction, the combined extraction phase, for sequentially 1% dilute hydrochloric acid (200 ml) and brine (100 ml) washing, drying with anhydrous sodium sulfate. Oil filtration to remove the drying agent, the filtrate is evaporated to dryness on a rotary evaporator, to obtain compound IV, white solid.

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 626-40-4.

Reference:
Patent; Guangdong Sai Bo Technology Co., Ltd.; Guo Huijun; (9 pag.)CN106831836; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 393-37-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 2-(3-hydroxyphenyl)acetate (23.4 g, 141 mmol), 5-bromo-2- fluorobenzotrifluoride (44.5 g, 183.3 mmol) and cesium carbonate (91.9 g, 282 mmol) in DMF (250 mL) was stirred at 100 C for 5-7 h. After completion of the reaction, it was cooled to room temperature and diluted using water (1 1). Extraction was carried out using EtOAc (300 mL x 3); the combined organic layers were washed with water (500 mL x 3); brine (500 mL); dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue obtained was purified using silica gel column chromatography (product eluted using 5-10% EtOAc in hexane) to provide desired intermediate II-A-1 (30 g, 55% yield). 1H NMR (DMSO- d6 400 MHz) 3.62(s, 3H); 3.72 (s, 2H); 6.95-7.01 (aromatics, 2H); 7.02-7.06 (aromatics, 1H); 7.14 (d, J = 8.0 Hz, 1H); 7.37-7.41 (aromatics, 1H); 7.84 (dd, Jl = 2.7 Hz, J2 = 9.2 Hz, 1H); 7.95 (d, J = 2.7 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-fluorobenzotrifluoride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IMPETIS BIOSCIENCES LIMITED; SHAIKH, Nadim; THAKKAR, Mahesh; SHINDE, Shailesh; JOSHI, Manoj; NAIK, Keshav; BHALERAO, Amit; MUKIM, Mayur; BHUNIYA, Debnath; KULKARNI, Bheemashankar; MOOKHTIAR, Kasim; (115 pag.)WO2018/167800; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 69038-76-2, The chemical industry reduces the impact on the environment during synthesis 69038-76-2, name is 4-Bromo-N1-methylbenzene-1,2-diamine, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of 4-bromo-N1-methylbenzene-1,2-diamine (19) (250 mg, 1.2434 mmol, 1 equiv) and bisulfite adduct of benzaldehyde (392 mg, 1.8651 mmol, 1.5 equiv) in 4 mL DMF was stirred at 60?C for 4h. The reaction mixture was diluted with water and extracted with EA. The organic layer was dried, filtered and evaporated. The crude 20a (236.8 mg, 66.3% yield) was used in the next step without purification. Mp 147.6-149.9 C (150-152 C [13]). HRMS m/z calculated for C14H11N2Br [M+H]+ 287.0184, found: 287.0190. CAS No. 760212-73-5

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-N1-methylbenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Cal??kan, Burcu; Banoglu, Erden; Guer Maz, Tu?ce; Nocentini, Alessio; Supuran, Claudiu T.; Uslu, Azize Gizem; Bioorganic Chemistry; vol. 95; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary