Tag: M.W=200-300

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. 153505-37-4, name is 4-Bromo-5-fluorobenzene-1,2-diamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H6BrFN2

4-bromo-5-fluorobenzene-1,2-diamine (5.00 g, 24.4 mmol) was solubilised in 1 ,4-dioxane (200 ml). 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi-1,3,2-dioxaborolane (7.43 g, 29.3 mmol), potassium acetate (12.0 g, 122 mmol) and dichlorobis(tricyclohexylphosphine)palladium(ll) (900 mg, 1 .22 mmol) were added and the mixture was stirred overnight at 1 10C. The mixture was filtered and the filtrate was concentrated under reduced pressure. The crude mixture was purified by flash chromatography on silica gel to give 3.23 g (90 % purity, 47 % yield) of the title compound. LC-MS (Method 2): Rt = 0.75 min; MS (ESIpos): m/z = 253 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) _ [ppm]: 1.066 (0.59), 1 .156 (2.87), 1 .230 (16.00), 5.191 (1.07), 6.172 (1.00), 6.200 (1.04), 6.739 (0.89), 6.755 (0.89).

The synthetic route of 153505-37-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LEFRANC, Julien; MENGEL, Anne; SCHULZE, Volker; CHRIST, Clara; PRINZ, Florian; WENGNER, Antje, Margret; STOeCKIGT, Detlef; BOeMER, Ulf; BADER, Benjamin; (288 pag.)WO2017/207534; (2017); A1;,
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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, A new synthetic method of this compound is introduced below., SDS of cas: 138526-69-9

The format reagent is kept at a reaction temperature of 5 C.3,4,5-trifluorobromobenzene 28.476 g (0.14 mol) was previously dissolved in 70 mL of THF to prepare a 3,4,5-trifluorobromobenzene solution.Trimethyl borate (64.4 g, 0.28 mol) was previously dissolved in THF (50 mL) to form a trimethyl borate solution.In a 1000 mL dry three-necked flask equipped with a thermometer and a constant pressure dropping funnel,Add 3.8 g (0.16 mol) of magnesium, THF (30 mL),Under the protection of N2, 1 mL of 1,2-dibromoethane and 5 mL of the above-mentioned 3,4,5-trifluorobromobenzene solution were added dropwise, and the reaction was initiated at 5 to 10 C, and a large amount of bubble temperature rose rapidly. Slowly turned grayish black,And controlling the temperature to drop the remaining 3,4,5-trifluorobromobenzene solution of the above configuration at 10 C, the solution slowly turns black gray, after the addition is completed,The reaction was incubated at 5 C for 2 h (ie, the format reagent was kept at a reaction temperature of 5 C).Then the reaction solution is cooled to about -30~-27 C.The above-prepared trimethyl borate solution was slowly added dropwise dropwise.After the completion of the dropwise addition, the reaction was continued at -30 C for 2 h.After the reaction was completed, dilute hydrochloric acid (135 mL of 12% dilute hydrochloric acid) was added dropwise at room temperature, and the mixture was stirred at room temperature for 4 h.Ester extraction (50 mL × 3), the organic phase is combined, dried over anhydrous sodium sulfate, and the organic phase is distilled off under reduced pressure, and the residue is distilled.Add 20 mL of dichloromethane, stir for 5 min, filter with a white solid, wash with a small amount of dichloromethane, and dry to give a white powder3,4,5-trifluorobenzeneboronic acid 14.78 g, yield 60%.

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; Zhejiang University of Technology; Li Zhenhua; Zhang Xuchao; Tan Zhiyong; (11 pag.)CN109942433; (2019); A;,
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

These common heterocyclic compound, 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, 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. Safety of 5-Bromo-4-fluoro-2-methylaniline

A mixture of 5-bromo-4-fluoro-2-methylaniline (2.04 g, 10.0 mmol), CuCN (889 mg, 10.0 mmol) and Cul (1 .9 g, 10.0 mmol) in NMP was purged with N2 for 5 minutes and then sealed and heated at 195 C for 30 minutes under microwave condition. The mixture was subjected to standard aqueous workup to give a residue which was purified by silica chromatography to yield 5-amino-2-fluoro-4-methylbenzonitrile (51 ) (540 mg, 36% yield). MS m/z 151 .0 (M+1 ) +.

The synthetic route of 5-Bromo-4-fluoro-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; LOREN, Jon; LI, Xiaolin; LIU, Xiaodong; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; RUCKER, Paul Vincent; WO2013/33203; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-53-6,Some common heterocyclic compound, 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, molecular formula is C6H3Br2F, 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 10b (0873) 28.5 g (0.1 12 mol) 1 ,3-dibromo-4-fluorobezene, 23.5 g (0.1 12 mol) N-phenyl-1 H-benzimidazol- 2-amine and 59.6 g (0.281 mol) potassium phosphate tribasic in 250 ml DMA were stirred at 160 C for 20 h under nitrogen. The reaction mixture was poured on water. The product was filtered off washed with water and ethanol. (0874) Yield 38.9 g (97.6 %). (0875) 1H NMR (400 M Hz, CDCI3): delta =7.78-7.83 (m, 4H), 7.64-7.70 (m, 4H), 7.48-7.52 (m, 2 H), 7.40 (dt, 1 H), 7.33 (dt, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Dibromo-1-fluorobenzene, its application will become more common.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; FLORES, Jean-Charles; NAGASHIMA, Hideaki; (236 pag.)WO2017/93958; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 58971-11-2, A common heterocyclic compound, 58971-11-2, name is 3-Bromophenethylamine, molecular formula is C8H10BrN, 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 mixture of 3-bromobenzeneethanamine (2.00 g, 10.0 mmol) and 2,6-lutidine (1.2 mL, 10.3 mmol) in dry CH2C12 (40 mL) was cooled to 0 C. Trifluoroacetic anhydride (1.4 mL, 9.9 mmol) was added dropwise, and the reaction was then warmed to room temperature and allowed to stir for 16 h. Water (40 mL) was added to the reaction, the phases were separated, and the aqueous layer was extracted with CHZCLZ (2 x 40 mL). The combined organic phases were washed successively with 1 M HCl (40 mL) and saturated NAHC03 (40 mL), and then dried over NazS04, filtered, and concentrated in vacuo to provide the title compound (2.93 g, 100%). The crude compound was used in subsequent steps. 1H-NMR (CDCl3): 8 7.40 (d, J=8. 0 Hz, 1H), 7.36 (s, 1H), 7.21 (t, J=7. 6 Hz, 1H), 7.12 (d, J=7. 6 Hz, 1H), 6.33 (br s, 1H), 3.59 (q, J=6. 8 Hz, 2H), 2.87 (t, J=7. 2 Hz, 2H). MS (ESI) (M+H) += 296/298.

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2004/60882; (2004); A1;,
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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., COA of Formula: C7H5BrF3N

Production Example 62N- [3-{2- [4- (hydrazinocarbonylmethyl) phenyl] ethyl}-2-(trifluoromethyl) phenyl] acetamide hydrochlorideUsing N7 [3-bromo-5- (trifluoromethyl) phenyl] acetamide obtained by treating 3-bromo-5- (trifluoromethyl) aniline with acetic anhydride as a starting material, the title compound was synthesized by a method similar to Production Example 1, steps 4 – 6.

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; R-tech Ueno, Ltd.; WO2009/145360; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 142808-15-9, 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. 142808-15-9 name is 4-Bromo-2-fluorobenzotrifluoride, 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.

Example 28 Preparation of 1-bromo-3-fluoro-2-methyl-4-(trifluoromethyl)benzene To a stirred solution of bis(isopropyl)amine (1.383 mL, 9.87 mmol) in THF (27.4 mL) at -78 C. was added n-butyllithium (3.62 mL, 9.05 mmol). The resulting pale yellow solution was stirred at -78 C. for 15 min, warmed to 0 C. for 15 min, then recooled to -78 C. for 15 min. 4-Bromo-2-fluoro-1-(trifluoromethyl)benzene (2 g, 8.23 mmol) was then added, and the resulting solution was stirred at -78 C. for 2 h. Iodomethane (0.512 mL, 8.22 mumol) was then added. The solution was allowed to slowly warm to room temperature (rt) and stirred overnight. The reaction mixture was diluted with 0.1 M hydrochloric acid (HCl) and extracted with dichloromethane. The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo. The crude brown residue was purified via flash chromatography on silica (5-30% ethyl acetate (EtOAc)/Hexanes) to yield the title compound as a clear oil (1.7 g, 80%): 1H NMR (400 MHz, CDCl3) delta 7.57-7.41 (m, 1H), 7.32-7.26 (m, 1H), 2.41 (dd, J=10.0, 8.3 Hz, 3H); 19F NMR (376 MHz, CDCl3) delta -61.2, -105.7, -108.1; IR (thin film) 2177, 1319 cm-1.

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

Reference:
Patent; Dow AgroSciences LLC; ECKELBARGER, Joseph D.; EPP, Jeffrey B.; FISCHER, Lindsey G.; GIAMPIETRO, Natalie C.; KISTER, Jeremy; PETKUS, Jeffrey; ROTH, Joshua; SATCHIVI, Norbert M.; SCHMITZER, Paul R.; SIDDALL, Thomas L.; YERKES, Carla N.; US2014/274703; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 393-37-3, A common heterocyclic compound, 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride, molecular formula is C7H3BrF4, 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.

To a solution of 4-bromo- 1 -fluoro-2-(trifluorom ethyl )benzene (5.0 g, 20.5 mmol, 2.9 mL) in THF (50.0 mL) was added LDA (2 M, 13.3 mL) at -78C. The mixture was stirred at – 78C for 1 hr. Then DMF (1.8 g, 24.6 mmol, 1.9 mL) was added and stirred for 1 h at -78C. The mixture was poured into Sat H4CI (20.0 mL) and extracted with ethyl acetate (20.0 mL chi 3). The combined organic layers were washed with brine (20.0 mL chi 3), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (S1O2) to afford 5-bromo-2-fluoro-3-(trifluoromethyl)benzaldehyde (4 g, 14.7 mmol, 71.7% yield). MR (CHLOROFORM-c , 400 MHz): delta 10.35 (s, 1H), 8.19 (dd, 7= 2.5, 5.4 Hz, 1H), 7.98 (dd, 7= 2.1, 6.1 Hz, 1H)

The synthetic route of 393-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (214 pag.)WO2019/94641; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, belongs to bromides-buliding-blocks 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 112734-22-2, Product Details of 112734-22-2

Step 1 : 4-Bromo-2-fluorobenzylamine (924 mg, 4.53 mmol) was dissolved in pyridine and ethane sulfonyl chloride (0.82 mL, 8.60 mmol) was added to the solution at O C. The mixture was stirred for 1 h at O C. Then, the mixture was quenched with 1 N HCl and extracted with ethyl acetate (EtOAc). Drying (MgSO4) and evaporation of the ethyl acetate followed and the residue was purified by CC (eluent EtOAc/n-hexane) to yield N-(4-bromo-2- fluorobenzyl)ethanesulfonamide in pure form (1 .06 g, 79 %).

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; GRUeNENTHAL GMBH; FRANK, Robert; CHRISTOPH, Thomas; DAMANN, Nils; LESCH, Bernhard; BAHRENBERG, Gregor; SAUNDERS, Derek John; STOCKHAUSEN, Hannelore; KIM, Yong-Soo; KIM, Myeong-Seop; LEE, Jeewoo; WO2013/68462; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary