Category: bromides-buliding-blocks

Electric Literature of 314084-61-2,Some common heterocyclic compound, 314084-61-2, name is 2-Bromo-1,3-diethyl-5-methylbenzene, molecular formula is C11H15Br, 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.

Add 9.8g to a 250mL four-necked flask at room temperature under nitrogen.Potassium hydroxide and 150 mL of 1-methyl-2-pyrrolidone, then add 6.5 g of malononitrile, and heat up to 80-100 C to distill off 40 mL of solution.12.4g of 2,6-diethyl-4-methylbromobenzene was added under normal pressure.Stir and warm the reaction mixture to 125 C.Add 0.14g of cuprous iodide, 0.29g of 3,4,7,8-tetramethyl-1,10-phenanthroline, react at 130 C for 5 hours, cool down, distill off the solvent under reduced pressure, and add 100 g to the residue. Water, adjust the pH to 3-4 with hydrochloric acid to precipitate a solid, filter, solid wash with water to neutral, and dry to obtain 2,6-diethyl-4-methylphenylmalononitrile 10.7 g, yield 92.7% .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1,3-diethyl-5-methylbenzene, its application will become more common.

Reference:
Patent; Zhejiang Zhongshan Chemical Group Co., Ltd.; Wu Tongwen; Yang Zhi; Liu Zhigang; Chen Lu; Lin Bingan; Zhang Lei; (6 pag.)CN109912457; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 7073-94-1, name is 1-Bromo-2-isopropylbenzene, 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 7073-94-1, Product Details of 7073-94-1

General procedure: In the oven dried flask 1-Boc-piperazine (3 g, 16.12 mmol), Pd2(dba)3 (0.25 g, 0.27 mmol), BINAP (0.34 g, 0.08 mmol), sodium tert-butoxide (1.62 g, 18.82 mmol) were solubilized in toluene (8mL) in inert atmosphere. After 10 min a solution of 2-bromo-1,1?-biphenyl (1.14 ml, 6.72 mmol) in toluene (2 mL) was added and the reaction was heated up to 100 C and stirred overnight. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate and filtered through the pad of celite. The solution was then concentrated under reduced pressure. Product was purified using column chromatography on silica gel with AcOEt/petroleum ether = 1/9 (v/v) as eluting system. To give 1.5 g (70%) of tert-butyl 4-([1,1′-biphenyl]-2-yl)piperazine-1-carboxylate which was then subjected to the Boc deprotection reaction according to protocol described above to yield 1.13 g (100%) of 1-([1,1′-biphenyl]-2-yl)piperazine as a free base.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-isopropylbenzene, and friends who are interested can also refer to it.

Reference:
Article; Canale, Vittorio; Kurczab, Rafaa; Partyka, Anna; SataAa, Grzegorz; Witek, Jagna; Jastrzaebska-Wiaesek, Magdalena; Pawaowski, Maciej; Bojarski, Andrzej J.; WesoAowska, Anna; Zajdel, Pawea; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 202 – 211;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 21524-34-5,Some common heterocyclic compound, 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, molecular formula is C15H23Br, 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.

Reactor thoroughly dried and purged with nitrogen was 300mL, 2-bromo-1,3,5-triisopropyl benzene 12.0g (42.4mmol), (2- methoxy-5-methylphenylboronic acid) 14.1g (85.0mmol), tripotassium phosphate (K3PO4) 27.0g (127mmol), Tris(dibenzylideneacetone)dipalladium(0) (chloroform adduct), 0.44g (0.42mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl 0.35g (0.85mmol), was charged with toluene 100mL, and the mixture was stirred for 17 hours at 100C. The reaction solution was cooled to room temperature and filtered through celite. When the resultant residue by distilling off the filtrate purified by silica gel column chromatography, the desired product shown by the following formula (11) (hereinafter Compound (11) hereinafter) is 5.61 g (41% yield) obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1,3,5-triisopropylbenzene, its application will become more common.

Reference:
Patent; MITSUI CHEMICALS INCORPORATED; KONDO, MASATAKA; UEHARA, NAOKI; MICHIGAMI, KENJI; ISHII, SEIICHI; TANAKA, KENICHI; (154 pag.)JP2015/193612; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 58534-95-5,Some common heterocyclic compound, 58534-95-5, name is 3-Bromo-2-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.

General procedure: GP3-1: A solution of 2-halo substituted aniline (1.0 eq), potassium ethyl xanthate (1.2 eq or 2.2 eq,typically 2.2 eq) in 10 volume of anhydrous DMF was heated at 100 0Cor 120 0C for 4 hours under nitrogen. TLC monitored the progress ofreaction. After completion, the reaction mixture was cooled to room temperature,diluted with water (10 volume) and neutralized by 1 M HCl solution to pH 5. Theformed precipitate was collected by filtration, rinsed with water, firstlydried by rotavapor, and then dried by oil pump to afford 2-mercaptobenzothiazole.GP3-2: 2-mercaptobenzothiazole in 10 volume ofanhydrous DCM, was added by sulfuryl chloride (SO2Cl2, 1volume) under ice-cooled condition. The mixture was stirred at rt for 1 hour,which was monitored by TLC. After consumption of starting material, the mixturewas diluted by 30 volume of ether, following quenching carefully by addingwater. Stirring was kept for 1 hour to make sure the SO2Cl2was totally consumed and product was released. Organic layer was collected,neutralized by saturated NaHCO3, dried over Na2SO4and purified by silica gel chromatograph to give the pure product, which wasfinally characterized by LC-MS and NMR.

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-2-fluoroaniline, its application will become more common.

Reference:
Article; Lv, Fengping; Li, Zhi-Fang; Hu, Wenhao; Wu, Xiaohua; Bioorganic and Medicinal Chemistry; vol. 23; 24; (2015); p. 7661 – 7670;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 4549-33-1, 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. 4549-33-1, name is 1,9-Dibromononane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 10 N, N’-Nonane-1, 9-diyl-bis-quinolinium Dibromide (bQNB).; 1,9-Dibromononane (mmol) was added to a solution (30 mL) of dry quinoline, and the solution heated for 24 hours at 65 C. The resulting precipitate was filtered, and the product washed five times with dry diethyl ether. The resulting purple solid was isolated in a 92% yield. IH NMR (300 MHz, DMSO-D6) 6 9.68 (1H, d, C2-H), 9.34 (1H, d, C3-H), 8.67 (1H, d, C8-H), 8.55 (1H, d, C4-H), 8.27 (2H, m, C5&C7-H), 8.07 (1H, d, C6-H), 5.09 (2H, t, C’1-CH2), 1.95 (2H, m, C’2-CH2), 1.19-1. 45 (5H, m, C’3-5-CH2)

The synthetic route of 1,9-Dibromononane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF KENTUCKY RESEARCH FOUNDATION; WO2005/66129; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 38573-88-5, 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. 38573-88-5 name is 1-Bromo-2,3-difluorobenzene, 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 48 2-Trifluoroacetamido-3-phenyl-6-(2,3-difluorobenzoyl)-imidazo[1,2-a]pyridine To a solution of 2,3-difluorobromobenzene (471 ml, 4.206 mmol) in dry THF (20 mL) was added a solution of n-butyl lithium (1.6M in hexanes, 2.63 mL) at -78¡ã C. The resulting yellow solution was stirred at the same temperature for 70 minutes, then a solution of 2-trifluoroacetamido-3-phenyl-6-(N-methyl-N-methoxycarbamoyl)imidazo[1,2-a]pyridine (0.500 g, 1.28 mmol) in dry THF (20 mL), was added dropwise via a cannula. The red-orange solution was allowed to warm over 60 minutes. Saturated NH4Cl was added and the mixture was stirred for 25 minutes before extracting with EtOAc. The organic layer was washed with brine, dried (Na2SO4), concentrated in vacuo and purified by column chromatography (CH2Cl2/CH3CN 4/1) to give 390 mg of an orange solid. (69percent). MS(FAB), NMR.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2,3-difluorobenzene, and friends who are interested can also refer to it.

Reference:
Patent; Eli Lilly and Company; US6358971; (2002); B1;,
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. 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, A new synthetic method of this compound is introduced below., Product Details of 73918-56-6

A mixture of 4-bromophenethylamine (30 g), phthalic anhydride (22.2 g) and glacial acetic acid (300 ml) is heated under reflux for 18 hours. The mixture is concentrated to dryness at reduced pressure, the residue is triturated and stirred 0.5 hour in ethanol (150 ml); the solid is collected, washed with ethanol and dried under vacuum to yield 4-bromophenethylphthalimide.

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US5034381; (1991); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2695-48-9, name is 8-Bromo-1-octene, 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 2695-48-9, HPLC of Formula: C8H15Br

2-(2-(2-methoxyethoxy)ethoxy)ethanol (0.516 g, 3.140 mmol, 1.2 equiv) and NaH (0.220 g, 9.157 mmol,3.5 equiv) were dissolved in dry THF (10 mL). After 15 min stirring, 8-bromooct-1-ene (0.50 g, 2.616mmol, 1 equiv) was added. The mixture was stirred for 12 hours under nitrogen at 65 C. After solventevaporation, the crude product was purified by flash chromatography (Petroleum Ether/ EtOAc 8:2).0.317 g (48%) of III were obtained. 1H NMR (500 MHz, CDCl3) delta 5.88 – 5.69 (m, 1H, CH), 5.06 – 4.82 (dd, 2H, CH2), 3.67 – 3.60 (m, 8H, CH2O),3.56 (m, J = 5.9, 3.8 Hz, 2H, CH2O), 3.53 (m, J = 5.7, 3.7 Hz, 2H, CH2O), 3.43 (t, J = 6.8 Hz, 2H, CH2O), 3.36(s, 3H, CH3O), 2.07 – 1.98 (m, 2H, CH2), 1.60 – 1.51 (m, 2H, CH2), 1.41 – 1.25 (m, 6H, CH2). 13C NMR (126 MHz, CDCl3) delta 139.20 (1C, CH2), 114.08 (1C, CH), 71.91 (1C, CH2O), 71.42 (1C, CH2O),70.60 (1C, CH2O), 70.57 (1C, CH2O), 70.49 (1C, CH2O), 70.03 (1C, CH2O), 58.99 (1C, CH3O), 33.68 (1C,CH2), 29.55 (1C, CH2), 28.91 (1C, CH2), 28.82 (1C, CH2), 25.91 (1C, CH2).ESI-MS (m/z): 275.2 [M+H+], 297.2 [M+Na+].

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, 8-Bromo-1-octene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Riccardi, Laura; Gabrielli, Luca; Sun, Xiaohuan; De Biasi, Federico; Rastrelli, Federico; Mancin, Fabrizio; De Vivo, Marco; Chem; vol. 3; 1; (2017); p. 92 – 109;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 69321-60-4, 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 69321-60-4 as follows.

A 250-mL single-neck round-bottomed flask equipped with a magnetic stirrer, reflux condenser and nitrogen inlet was purged with nitrogen and charged with 2,6-dibromotoluene (2.50 g, 10.0 mmol), N-bromosuccinimide (1.78 g, 10.0 mmol) and carbon tetrachloride (40 mL). The solution was heated to 80 C (oil bath temperature), and 2,2′-azobisisobutyronitrile (164 mg, 1.00 mmol) was added. The resulting mixture was refluxed for 14 h. After that time, the mixture was cooled to room temperature and filtered. The filter cake was washed with carbon tetrachloride (2 x 20 mL). The filtrate was diluted with ethyl acetate (200 mL) and washed with water (40 mL), saturated aqueous sodium bicarbonate (40 mL) and brine (40 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford a quantative yield (3.28 g) of l,3-dibromo-2-(bromomethyl)benzene as a yellow solid: mp 77-78 C; ]H NMR (300 MHz, CDC13) delta 7.55 (d, 2H, / = 8.1 Hz), 7.07 (t, 1H, J = 8.1 Hz), 4.83 (s, 2H).

According to the analysis of related databases, 69321-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; CURRIE, Kevin S.; WANG, Xiaojing; YOUNG, Wendy, B.; WO2012/30990; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 4549-33-1, 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. 4549-33-1, name is 1,9-Dibromononane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 163.trans-4-[(9-bromononyl)(methyl)amino]cyclohexyl 9-methyl-9H-xanthene-9- carboxylate.318 mg (0.90 mmol) of intermediate 162 are dissolved in 12 ml THF. 0.728 ml (3.61 mmol) of 1 ,9-dibromononane and 0.19 ml (1.36 mmol) of triethylamine are added and the system is stirred at 50C for 24 hr. 0.19 additioinal ml of triethylamine are added and the stirring at 50C prosecuted overnight. After a new addition of 1 ,9- dibromononane (0.911 ml; 4.5 mmol) and 72 hr of stirring at 70C the solvents are eliminated, ethyl ether is added and the solids (triethylammonium hydrobromide) filtered. The filtrate is concentrated and purified via SP1 chromatography to give 220 mg (42% yield) of the title compound.

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, 1,9-Dibromononane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMIRALL, S.A.; PRAT QUINONES, Maria; FONQUERNA POU, Silvia; PUIG DURAN, Carlos; LUMERAS AMADOR, Wenceslao; AIGUADE BOSCH, Jose; CATURLA JAVALOYES, Juan Francisco; WO2011/141180; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary