Category: bromides-buliding-blocks

Application of 4549-33-1, 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. 4549-33-1, name is 1,9-Dibromononane, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of SA (15 mg, 0.06 mmol) in DMF (1 mL, freshly distilled from CaH2), was added K2CO3 (25 mg, 0.18 mmol), followed by the addition of dibromoalkane (0.24 mmol). The obtained mixture was then stirred under N2 atmosphere at 50 C for 12 h. Afterwards, the reaction mixture was cooled to room temperature and quenched by brine (5 mL). The mixture was then extracted with DCM(5 mL x 3), washed successively with brine (10 mL x 3) and water (10 mL x 3), dried over Na2SO4,filtered, and concentrated in vacuo. The residue was purified by silica gel CC (EtOAc/PE ranged from 5:95 to 10:90 depending on the TLC analysis) to yield 15-20.

The chemical industry reduces the impact on the environment during synthesis 1,9-Dibromononane. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhang, Jun; Ling, Wei; Yang, Zhiqiang; Liang, Yan; Zhang, Linyan; Guo, Can; Wang, Kailing; Zhong, Balian; Xu, Shihai; Xu, Ying; Marine Drugs; vol. 17; 2; (2019);,
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. 21865-50-9, name is 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole, A new synthetic method of this compound is introduced below., Safety of 6-Bromo-2,3,4,9-tetrahydro-1H-carbazole

To a suspension of 39 (0.75 g, 3.0 mmol) in acetic acid (3 ml) is added acetyl chloride (0.21 ml, 3.0 mmol). The mixture is heated to reflux, resulting in a clear solution. After 2 hours, the reaction solution is cooled to room temperature (rt). A solid is precipitated out. The solid 48 is filtered and washed with hexanes (2 x), 0.24 g, 27%

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; PTC THERAPEUTICS, INC.; WO2006/58088; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 58534-95-5, 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. 58534-95-5 name is 3-Bromo-2-fluoroaniline, 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.

To an ice cold solution of (2S,4R)-l-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2- carboxylic acid (1 mmol) in 5 mL of CH2CI2, l-chloro-N,N,2-trimethyl-l-propenylamine 1.1 mmol) was added drop-wise with stirring. The stirring was continued for 3 hours, at same temperature. Then solid 3-bromo-2-fluoroaniline (1.1 mmol was added, followed by 3 mmol of Hiinig’s base. The cooling bath was removed and the reaction mixture was stirred overnight at RT. The solvent was co-evaporated with MeOH (1 mL). The residue was then purified by ISCO (eluent: 0-.5 % MeOH in CH2CI2) to afford the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-2-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (447 pag.)WO2017/35408; (2017); 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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

Iron powder (16.49 g, 291 mmol) is added to 1-bromo-2,4-difluorobenzene (110 mL, 968 mmol) in 1,2-dichloroethane (968 mL) in a 3-neck flask at ambient temperature under a stream of nitrogen. A solution of bromine (59.7 mL, 1.16 mol) in 1,2-dichloroethane (968 mL) is added dropwise over 1 hour and the reaction mixture is stirred at ambient temperature for 18 h. The reaction mixture is cooled to 0 C. and a saturated aqueous solution of sodium bisulfate (1.11 L, 533 mmol) is added portionwise and the mixture is separated. The aqueous phase is extracted with dichloromethane. The organic layer is washed with a saturated aqueous solution of sodium bicarbonate, water, and brine. The organic layer is dried over sodium sulfate, and the solvent is removed under reduced pressure to give a residue purified with a pad of silica using diethyl ether to give the title compound (229 g, 76%). 1H NMR (400 MHz, CDCl3) delta 7.70 (dd, J=4.6, 6.8 Hz, 1H), 6.95-6.92 (m, 1H).

According to the analysis of related databases, 348-57-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; US2011/9395; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. Quality Control of 4-Bromo-2,6-difluoroaniline

Example 16B V,jV-dibenzyl-4-bromo-2,6-difluorobenzenamineA mixture of the product of Example 16A (1.1 g, 5.3 mmol), benzyl bromide (949 mg, 0.66 ml) and potassium bicarbonate (1.46 mg, 10.6 mmol) in NN-dimethylformamide (3 itiL) was stirred at ambient temperature until TLC indicated no starting material remained. Ethyl acetate was added, and the mixture was washed with water and brine and dried over anhydrous sodium sulfate. After filtration and concentration, the residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 10/1 petroleumether/dichoromethane to give the title compound.

The synthetic route of 4-Bromo-2,6-difluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; WU, Fengchun; SHEN, Yan; LIU, Cuihua; ZOU, Zhenguang; WO2012/97684; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 58971-11-2, 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. 58971-11-2, name is 3-Bromophenethylamine, This compound has unique chemical properties. The synthetic route is as follows.

4i was then obtained by following the general procedure. A solution of compound 3 (140 mg, 0.7 mmol) in n-BuOH (6 mL) was treated with DIEA (98.6 mg, 0.77 mmol) and 3-bromophenethylamine (154 mg, 0.77 mmol). Compound 4i was purified from this crude material by column chromatography (silicagel, n-hexane/EtOAc=3:1) (128.2 mg, 50.7%). 1H-NMR (400 MHz, CDCl3) delta 7.71-762 (m, 2H), 7.49 (d, J=8.4 Hz, 1H), 7.38-7.30 (m, 2H), 7.14-7.08 (m, 1H), 5.99 (s, 1H, -NH), 3.86 (dd, J=12.4, 6.8 Hz, 2H, -CH2-), 2.94 (t, J=7.2 Hz, 2H, -CH2-). 13C-NMR (100 MHz, CDCl3) delta 159.8, 156.7, 149.8, 147.2, 140.9, 139.9, 132.6, 130.9, 129.3, 128.9, 126.5, 125.3, 121.8, 119.6, 112.2, 41.3, 33.7. LC-MS (ESI) m/z: 362.0 ([M+H]+);

The chemical industry reduces the impact on the environment during synthesis 3-Bromophenethylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; The Board of Regents of the University of Oklahoma; Wang, Weidong; Lee, Jae Wook; (35 pag.)US2019/47988; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 51554-93-9, name is 1-Bromo-4-octylbenzene, 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 1-Bromo-4-octylbenzene

Synthesis Example 2 Synthesis of Exemplified Compound 4 In a nitrogen atmosphere, 10 ml (16 mmol) of a 1.6 M n-butyllithium/hexane solution is added to a 100-ml three-necked flask cooled to -80 C. This solution is cooled to -80 C., and then 10 ml of THF maintained at -60 C. is added dropwise thereto from a dropping funnel. Subsequently, 3.1 g (16 mmol) of 1-bromo-4-n-octylbenzene maintained at -60 C. is added dropwise to the mixture from a dropping funnel. This mixture is stirred for one hour at -40 C., and then a solution of 2.3 g (22 mmol) of trimethyl borate in THF (10 ml) maintained at -40 C. is added thereto from a dropping funnel. Thereafter, the mixture is slowly heated to 10 C. over 2 hours, and then 50 ml of a 10% aqueous solution of HCl at 0 C. is added thereto. The mixture is extracted with 100 ml of toluene. This extract is washed three times with 100 ml of purified water, and then is dried with sodium sulfate. Toluene is distilled off under reduced pressure, and 3.3 g of a residue is obtained. This residue is further washed with a mixed liquid of 100 ml of purified water and 100 ml of hexane, and thus 2.0 g of the compound V-a, which is 4-n-octylphenylboronic acid, is obtained. It is confirmed by 1H-NMR and IR that the compound is consistent with the intended product.

The synthetic route of 1-Bromo-4-octylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJI XEROX CO., LTD.; US2010/276672; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 7051-34-5, 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. 7051-34-5 name is (Bromomethyl)cyclopropane, 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.

Reference Example 1-19; 2-(cyclopropylmethyO-l,3-dithiane-2-carboxylic acid ethyl esterSodium hydride (1.03 g) was suspended in toluene (40.0 mL), followed by adding a solution of ethyl l,3-dithiane-2-carboxylate (4.13 g) and (bromomethyl)cyclopropane (2.52 mL) in dimethylformamide (10 mL) to the suspension at 00C and stirring the mixture overnight at room temperature. A saturated aqueous ammonium chloride solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated saline solution and then dried over anhydrous sodium sulfate. Insoluble matters were filtered out, and the filtrate was concentrated under reduced pressure to give the title compound (5.20 g) as a colorless oil. mass:247(M+l)+ .

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Bromomethyl)cyclopropane, and friends who are interested can also refer to it.

Reference:
Patent; BANYU PHARMACEUTICAL CO.,LTD.; KAMEDA, Minoru; KOBAYASHI, Kensuke; NAKAMA, Chisato; ANDO, Makoto; SATO, Nagaaki; WO2010/126163; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 134168-97-1, These common heterocyclic compound, 134168-97-1, name is 3-Bromo-5-fluoroaniline, 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.

Intermediate S1: N-(3-bromo-5-fluorophenyl)methanesulfonamide A solution of commercially available 3-bromo-5-fluoroaniline (0.500 g, 2.64 mmol) in pyridine (9.4 mL) was cooled to 0 C. and methanesulfonyl chloride (0.265 mL, 3.43 mmol) was added drop-wise; the resulting solution was allowed to warm to room temperature and stirred for 2 h. The solvent was removed under reduced pressure and the crude was partitioned between EtOAc and aqueous 1N HCl. The organic phase was dried over sodium sulfate and the solvent was removed; the crude was purified by flash chromatography on Biotage silica gel SNAP cartridge (cyclohexane to cyclohexane_EtOAc=50:50) to afford title compound as a white solid (0.543 g, 2.03 mmol, 77% yield). MS/ESI+ not detectable [MH]+, Rt=0.91 min (Method A). 1H NMR (400 MHz, DMSO-d6) delta ppm 10.29 (s, 1H), 7.23-7.30 (m, 1H), 7.19 (s, 1H), 6.99-7.06 (m, 1H), 3.12 (s, 3H).

Statistics shows that 3-Bromo-5-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 134168-97-1.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary