Category: bromides-buliding-blocks

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. 2695-47-8, name is 6-Bromo-1-hexene, A new synthetic method of this compound is introduced below., Quality Control of 6-Bromo-1-hexene

To a 25 mL reaction tube, 58.9 mg (0.60 mmol) of KOAc was added.After replacing argon three times, add 2 mL of 1,2-dichloroethane (DCE).40 muL (0.30 mmol, 1 equivalent) of compound A-5 was injected, and 88 muL (0.60 mmol) was injected.Compound B-1, 3.5 muL (0.03 mmol) of 2-bromophenol,After stirring for 16 hours under blue light, Compound C-5 was obtained.The yield was 91%.

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; Zunyi Medical University; He Chunyang; Zhang Xingang; Zhao Liang; Zhu Erlin; Mao Ting; Liu Xiaoxiao; Li Xiaofei; (29 pag.)CN110156550; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 203302-95-8, 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. 203302-95-8 name is 4-Bromo-3,5-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.

4-bromo-3,5-difluoroaniline (5 g, 24.0 mmol, Eq: 1.00) and calcium carbonate (5.05 g, 1.72 ml, 50.5 mmol, Eq: 2.1) were suspended in a 50% aqueous dichlormethane (24ml) mixture. The thick suspension was stirred vigorously at 0C. Thiophosgene (3.04 g, 2.03 ml, 26.4 mmol, Eq: 1.1) was added slowly dropwise to the mixture. After the addition the mixture was stirred at 0C for lhr, then stirred overnight at room temperature. The precipitate was filtered and the filter cake was washed with dichloromethane. The phases were separated and the aqueous was extracted with dichloromethane. The combined organic phases were washed with water and brine, dried over sodium sulfate and concentrated in vacuo to afford 5.18 g (86%) of the desired product as an off-white solid which was used without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3,5-difluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BILOTTA, Joseph Anthony; CHEN, Zhi; CHIN, Elbert; DING, Qingjie; ERICKSON, Shawn David; GABRIEL, Stephen Deems; KLUMPP, Klaus; MA, Han; MERTZ, Eric; PLANCHER, Jean-Marc; WEIKERT, Robert James; WO2014/6066; (2014); 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. 452-63-1, name is 1-Bromo-4-fluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

Step 1 A 1-L, three-neck, round bottom flask equipped with a magnetic stirrer and thermometer was purged with nitrogen and charged with anhydrous THF (120 mL), palladium acetate (860 mg 3.83 mmol) and sodium tert-butoxide (11.20 g, 116.5 mmol). The mixture was stirred for 15 min. until the sodium tert-butoxide dissolved. Tri-tert butylphosphine (1.45 g, 7.16 mmol), 2-bromo-5-fluorotoluene (10.50 mL, 83.36 mmol) and 1-tert-butoxycarbonyl-4-piperidone (15.10 g 75.78 mmol) were added, and the reaction was slowly heated at 45-50 C. over a period of 4 hr. The reaction mixture was poured into a solution of sodium bicarbonate (15.0 g) in water (500 mL) and extracted with EtOAc (800 mL). After the organic layer was separated and dried over sodium sulfate, the reaction mixture was concentrated under reduced pressure on a rotary evaporator to dryness to afford 20.0 g of oil. This oil was purified on silica gel flash column and eluted with 15% EtOAc-85% hexane giving 12.8g (56%) of 1-tert-butoxycarbonyl-3-(2-methyl-4-fluoro-phenyl)-4-piperidone as oil which became a solid upon standing at room temperature. GC/MS m/e 307 (M+), RT=4.87 minutes; 1H-NMR (CDCl3); delta 0.68 (t, 3H), (1.4s, 9H), 2.0(s, 3H), 2.6(m, 2H), 3.3(m, 2H), 3.8(m, 1H), 4.3(m, 2H), 6.8 (m 2H), 7.0(m, 1H).

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; Pfizer Inc; US2005/256164; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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.

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.

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:
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

These common heterocyclic compound, 583-70-0, name is 2,4-Dimethylbromobenzene, 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. Product Details of 583-70-0

To a dried 3-necked round-bottomed flask equipped with a condenser, thermometer, and N 2 purge was added Pd(dba) 2 (3.80 g, 6.61 mmol), KOH (37.5 g, 568.12 mmol), and 4-aminobutanoic acid (5; 23.0 g, 223 mmol), and the ligand di-tert-butyl(2′-isopropoxy-1,1′-binaphthyl-2-yl)phosphine (13; 3.25 g, 6.41 mmol). The mixture was degassed with N2 . Compound 4 (40.0 g, 216.14 mmol) and t-BuOH (1.50 L) were added to the brown mixture. The mixture was degassed with N2 and heated to 90 C for 18 h. The reaction progress was monitored by LCMS. After the completion of the reaction, majority of t-BuOH was removed under vacuum. A brown residue was obtained. H2O (100 mL) and CH2Cl2 (500 ml) were added to the reaction mixture. The pH of the aqueous layer was adjusted to 3-4 by aq 4 M HCl. The contents were filtered through a pad of Celite and the organic layer was separated. The aqueous layer was extracted with CH2Cl2 (500 mL). The organic phase was dried (MgSO4), filtered, and concentrated to half of the volume and petroleum ether (bp 40-60 C) (200 mL) was added. The brown solution was cooled to 5-10 C for 2 h to obtain a slurry, which upon filtration and drying provided a brownish solid; yield: 36 g (78%)

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

Reference:
Article; Vaid, Radhe K.; Boini, Sathish K.; Alt, Charles A.; Spitler, Jeremy T.; Hadden, Chad E.; Frank, Scott A.; Moher, Eric D.; Synthesis; vol. 46; 18; (2014); p. 2463 – 2470;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 845866-81-1,Some common heterocyclic compound, 845866-81-1, name is 2-Bromo-1-(difluoromethyl)-4-fluorobenzene, molecular formula is C7H4BrF3, 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.

Step 2: 1-(2-(difluoromethyl)-5-fluorophenyl)ethanone 1-Bromo-2-(difluoromethyl)-5-fluorobenzene(8.36 g, 37.5 mmol) was dissolved in anhydrous ether (100 mL), cooled to -78 C, and then 2.4 M n-butyllithium (18.7 mL, 45 mmol) was added dropwise under a nitrogen atmosphere. The resultant was stirred for 1 hour. While the temperature was kept at -78C, N-methyl-N-methoxylacetamide (7.73 g, 75 mmol) was added, and the resultant was then stirred for 2 hours. After the resultant was warmed up to room temperature, it was washed with saturated brine and extracted with ethyl acetate. The extract was dried, concentrated, and purified by silica gel column chromatography to give 1-(2-(difluoromethyl)-5-fluorophenyl)ethanone (4.2 g, 60% yield). 1H-NMR (400 MHz, CDCl3): delta= 7.45-7.40 (m, 1H), 7.31-7.27 (m, 1H), 7.20-7.12 (m,1H), 6.78-6.50 (t, J= 56 Hz, 1H), 2.42 (s, 3H).

The synthetic route of 845866-81-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co.,Ltd; Centaurus BioPharma Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XIAO, Dengming; XU, Xinhe; LIU, Xijie; HU, Yuandong; YU, Honghao; LIU, Zhihua; PENG, Yong; SUN, Yinghui; LUO, Hong; KONG, Fansheng; HAN, Yongxin; SUN, Jian; EP2952510; (2015); A1;,
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. 7745-91-7, name is 3-Bromo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Bromo-4-methylaniline

Step b: 4′-[Bis-(4-methoxyphenyl)-methylsulfanyl]-6-methylbiphenyl-3-ylamine 4-(4,4′-Dimethoxybenzhydryl)-thiophenyl boronic acid (10 mmol) and 3-bromo-4-methylaniline (1.86 g, 10 mmol) were dissolved in MeCN (40 mL). Pd (PPh3)4 (~50 mg) and aqueous solution K2CO3 (1 M, 22 mL) were added before the reaction mixture was heated portion-wise in a microwave oven (160 C., 400 sec). Products were distributed between ethyl acetate and water. The organic layer was washed with water, brine and dried over MgSO4. Evaporation yielded an oil that was used without purification in the next step. ESI-MS m/z calc. 441.0, found 442.1 (M+1).

According to the analysis of related databases, 7745-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hadida Ruah, Sara S.; Miller, Mark T.; Bear, Brian; McCartney, Jason; Grootenhuis, Peter D. J.; US2008/9524; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 656-64-4,Some common heterocyclic compound, 656-64-4, name is 3-Bromo-4-fluoroaniline, molecular formula is C6H5BrFN, 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 195 4-[(3-Bromo-4-fluorophenyl)amino]-6-nitro-3-quinolinecarbonitrile A mixture of 3.8g (16.33mmol) of 4-chloro-6-nitro-3-quinolinecarbonitrile and 3.7g (20mmol) of 3-bromo-4-fluoroaniline in 200mL of ethanol was refluxed for 3hr. After the solvent was removed, the residue as dissolved in ethyl acetate and washed with sodium bicarbonate. The product was collected as a pale yellow solid, 6.5g (71%); ESMS m/z 387.3, 389.2, mp 269-270C (dec).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-4-fluoroaniline, its application will become more common.

Reference:
Patent; Wyeth Holdings Corporation; EP1263503; (2005); B1;,
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. 52997-43-0, name is 7-(Bromomethyl)pentadecane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 52997-43-0

To the reaction flask was added 3,6-dibromofluorene (3.24 g, 10.0 mmol)6.7 mL of 1-bromo-2-hexyl decane,0.1 g of tetrabutylammonium iodide (catalyst),10 mL of a 50% aqueous solution of sodium hydroxide and 15 mL of DMSO.And heated to 100 C for 18 hours under nitrogen protection.After the raw material is completely reacted, the reaction will be quenched by adding water,Then washed with water, extracted with petroleum ether,The resulting organic phase was dried over anhydrous magnesium sulfate and filtered,The crude product was concentrated, separated by silica gel column chromatography, and petroleum ether was used as eluent and dried in vacuo to give compound 1,A total of 6.41 g, the yield was 8

According to the analysis of related databases, 52997-43-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wuhan University of Technology; Xiao, Shengqiang; Yang, Mingyan; You, Wei; Zhan, Chun; (11 pag.)CN104557972; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 399-94-0,Some common heterocyclic compound, 399-94-0, name is 1-Bromo-2,5-difluorobenzene, molecular formula is C6H3BrF2, 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 2-bromo-1,4-difluorobenzene (5.81 mL, 51.8 mmol) in dry THF (50 mL) was added isopropylmagnesium chloride (2.0 M in THF, 31.1 mL, 62.2 mmol) at -78 C. The mixture was slowly warmed to 0 C., stirred for 1 hour at that temperature and then cooled to -78 C. again. After addition of a solution of tert-butyl 2-oxopyrrolidine-1-carboxylate (11.5 g, 62.2 mmol) in dry THF (20 mL) at -78 C., the reaction mixture was allowed to warm to room temperature with stirring for 2 hours and quenched with saturated aq. NH4Cl. The mixture was extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford tert-butyl 4-(2,5-difluorophenyl)-4-oxobutylcarbamate (15.5 g, 100%) as a pale green oil, which was used for the next reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2,5-difluorobenzene, its application will become more common.

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary