Bromides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, 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 203302-95-8, Safety of 4-Bromo-3,5-difluoroaniline

4-bromo-2.6-difluoro-aniline 1 g (4.81 mmol) and p-isopropylbenzene borate 788 mg (4.81 mmol. 1 eq)Potassium carbonate (4.82 g 24.88 mmol 6 eq) [1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (425.35 mg481 mmol 6 eq) was placed in a 100 ml two-necked flask, and 30 ml (dioxane: water = 3:1) was injected with nitrogen to protect the solution, and 80 was allowed to react for 3.5 h. After the TLC monitoring reaction is completed, the post-treatment distillation is carried out under reduced pressure to about 10 ml, and the solution is poured into a separating funnel, extracted with dichloromethane for 2-3 times, dried over anhydrous Na 2 SO 4 , filtered, and evaporated to dryness to give a black oily drop. Separated and purified by petroleum ether: ethyl acetate = 6:1 silica gel column chromatography to obtain a pale yellow oily liquid about 690 mg, yield 69%.

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-3,5-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan University; Zhao Yinglan; Luo Youfu; Wei Yuquan; (63 pag.)CN108467370; (2018); A;,
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. 1003-98-1, name is 2-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5BrFN

Example (III-1) Preparation of Starting Materials of the Formula (III) Under an atmosphere of inert gas (argon), 4.5 ml of a saturated sodium carbonate solution and 0.1 g (0.1 mmol) of tetrakis(triphenylphosphine)palladium(0) are added to a suspension consisting of 0.9 g (4.8 mmol) of 2-bromo-4-fluoroaniline and 1.0 g (5.1 mmol) of [3-fluoro-4-(methoxycarbonyl)phenyl]-boronic acid in 5 ml of toluene and 0.5 ml of ethanol. The reaction mixture is stirred at 80 C. for 16 hours and then poured into 10 ml of water and extracted with 20 ml of toluene. The combined organic phases are dried over magnesium sulphate, filtered and concentrated under reduced pressure. Column chromatography (gradient cyclohexane/ethyl acetate) gives 0.5 g (1.76 mmol, 37% of theory) of methyl 2′-amino-3,5′-difluorobiphenyl-4-carboxylate [log P (pH 2.3) 2.73].

The synthetic route of 1003-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer CropScience AG; US2009/76113; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

14659-58-6, name is 2-Bromo-5-fluoro-1,3-dimethylbenzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 2-Bromo-5-fluoro-1,3-dimethylbenzene

A 1L three-necked round-bottomed flask equipped with a magnetic stir bar was charged with di-tert-butyl (2′, 4′, 6′-triisopropyl- [1, 1′-biphenyl] -2-yl) phosphine (8.37 g, 19.70 mmol) , tris (dibenzylideneacetone) dipalladium (4.51 g, 4.92 mmol) and potassium hydroxide (41.4 g, 739 mmol) . The flask was evacuated and backfilled with nitrogen. Separately, dioxane (150 mL) , 2-bromo-5-fluoro-1, 3-dimethylbenzene (50 g, 246 mmol) and water (150 mL) were flow purged with nitrogen for about 30 minutes and were transferred to the reaction flask via a cannula. The reaction vessel was heated to about 100 C and stirred overnight. The reaction mixture was cooled to ambient temperature. The reaction mixture was acidified to pH 2 by adding 6N HCl and the product was extracted with dichloromethane (3 x 250 mL) . The combined organic layers were stirred with mercaptopropyl silica gel for about 30 minutes, dried over anhydrous magnesium sulfate, filtered, and concentrated to afford the title compound as a white solid. (31.2 g, 223 mmol, 90% yield)

The synthetic route of 14659-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; COWART, Marlon; FIDANZE, Steven; HASVOLD, Lisa; LIU, Dachun; MCDANIEL, Keith; PRATT, John; SHEPPARD, George; WANG, Le; (241 pag.)WO2018/68283; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference 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.

The compounds BB-1-4 (1.00 g, 5.26 mmol, 1.00 eq), BB-18-1 (587.38 mg, 6.84 mmol, 1.30 eq), potassium phosphate (3.91 g, 18.41 mmol, 3.50 eq), triphenylphosphine (137.96 mg, 526.00 umol, 0.10 eq), and palladium acetate (59.05 mg, 263.00 umol, 0.05 eq) were dissolved in toluene (24.00 mL) and water (2.00 mL), heated to 100 C. in nitrogen ambient and reacted for 16 hours. After being heated, the reaction solution gradually turned dark brown from brown. Complete reaction of raw materials was observed by LCMS monitoring and a target compound was generated. The reaction solution was cooled to 23 C., followed by addition of 20 mL of water, extraction with ethyl acetate (20 mL*3), drying over anhydrous sodium sulfate, and filtration. A filtrate was dried by rotary evaporation under reduced-pressure distillation, and purified by flash silica gel column chromatography (petroleum ether:ethyl acetate=10:1). The reaction succeeded, and a yellow liquid product BB-18 (790.00 mg, yield: 99.35%) was obtained. MS (ESI) m/z: 152 [M+H]+.

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; SHANDONG LUYE PHARMACEUTICAL CO., LTD.; ZHANG, Yang; FU, Zhifei; LUO, Miaorong; LI, Jian; CHEN, Shuhui; (93 pag.)US2019/169140; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 452-74-4, A common heterocyclic compound, 452-74-4, name is 1-Bromo-2-fluoro-4-methylbenzene, molecular formula is C7H6BrF, 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.

Example 1Preparation of 4-bromo-3-fluorobenzyl bromide (III)A solution of 4-bromo-3-fluorotoluene (21.5 g, 0.114 moles) in acetonitrile (200 ml) is added with N-bromosuccinimide, (NBS; 21.2 g, 0.119 moles). The mixture is refluxed, added with dibenzoyl peroxide (1.4 g, 0.004 moles), refluxed for 3 hour, then cooled at room temperature, and extracted with water. The aqueous phase is discarded, and the organic phase is washed with brine, dried over sodium sulphate, and concentrated under vacuum to give an oil (27.1 g, 90% yield).

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; Chiesi Farmaceutici S.p.A.; US2011/39934; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1422-54-4, 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. 1422-54-4 name is 2-Bromo-6-fluorotoluene, 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.

00183] Active magnesium (10 mmol) was added in a RB containing dry TBF (10ml) and added a iittie iodine and stirred the reaction mixture and to this was added compound 1 (in 2 ml THFJsIowiy and stirred to generate the Grignard reagent. The reaction mixture was cooled to 0 “C and added compound 2 (in THF) drop wise and stirred the reaction mixture at it for 2h. After 2h the reaction mixture was quenched with saturated MH4CI soliition and extracted wit EtOAc. The organic layer washed with water, brine, dried over sodium sulphate and evaporated under reduced pressure to obtain compound 3,

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-6-fluorotoluene, and friends who are interested can also refer to it.

Reference:
Patent; KANDULA, mahesh; WO2013/24376; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, 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 1-Bromo-2,4-difluorobenzene

1-Bromo-2,4-difluoro-5-nitrobenzene: To a 0¡ã C. mixture of 1-bromo-2,4-difluorobenzene (20.0 g; 11.7 mL; 0.100 mol) and H2SO4 (76.8 mL) was added HNO3 (68.0 mL) over 45 min at such a rate that the internal temperature was <7¡ã C. The resulting mixture was stirred for 1 h at 0¡ã C., poured into ice water (400 mL), stirred vigorously for 2-3 min and extracted with CH2Cl2 (400 mL). The organic layers were washed with brine (1.x.500 mL), dried over Na2SO4, filtered and evaporated to give the product as a yellow oil (23.5 g, 95percent). 1H NMR (CDCl3) delta 8.39 (t, J=7.2 Hz, 1H), 7.14 (ddd, J=0.3, 7.8, 9.9 Hz, 1H). The synthetic route of 1-Bromo-2,4-difluorobenzene has been constantly updated, and we look forward to future research findings. Reference:
Patent; Marzabadi, Mohammad R.; Chen, Chien-An; Jiang, Yu; Lu, Kai; Andersen, Kim; US2006/79522; (2006); 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. 337915-79-4, name is 5-Bromo-N1-methylbenzene-1,2-diamine, A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-N1-methylbenzene-1,2-diamine

Step C: 7-Bromo-1-methylquinoxaline-2,3(1H,4H)-dione Under a protection of nitrogen, to 5-bromo-N-1-methylbenzene-1,2-diamine (7.7g, 38.3mmol) and triethylamine (9.69g, 95.75mmol) in 1,2-dichloroethane (80 mL) was added oxalyl chloride monoethyl ester (6.27g, 45.96mmol) at 0C. It was stirred at 25C for 2 hours. The temperature was raised to 60C for stirring for 3 hours. The reaction solution was filtered, and the filter cake was washed twice with water (20mL). The filter cake was dried to give the title compound. 1H NMR (400MHz, DMSO-d6) delta=12.07 (br. s., 1H), 7.51 (d, J=1.2 Hz, 1H), 7.33 (dd, J=1.6, 8.2 Hz, 1H), 7.07 (d, J=8.6 Hz, 1H), 3.47 (s, 3H).

The synthetic route of 337915-79-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; LIU, Shilan; LIANG, Guibai; WANG, Hongjian; ZHANG, Ming; CHEN, Shuhui; (93 pag.)EP3640247; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. SDS of cas: 4549-33-1

Preparation 55 (R)-4-(Biphenyl-2-ylcarbamoyloxy)-1-(9-bromononyl)-1-azoniabicyclo[3.2.1]octane Bromide To a stirred solution of the product of Preparation 54 (1.21 g, 3.76 mmol) and triethylamine (1.05 mL, 7.52 mmol) in acetonitrile (18.8 mL) was added 1,9-dibromononane (994 muL, 4.89 mmol) and the reaction mixture was heated at 50 C. for 4 h. The reaction mixture was then cooled and the solvent was removed under reduced pressure. The residue was dissolved in dichloromethane (20 mL) and the organic layer was washed with saturated aqueous sodium bicarbonate (10 mL), dried (magnesium sulfate) and solvent removed under reduced pressure. The crude product was purified by flash chromatography (10% methanol/dichloromethane, 0.5% ammonium hydroxide) to give the title compound (1.04 g, 1.97 mmol, 52% yield).

The synthetic route of 4549-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mammen, Mathai; Dunham, Sarah; US2005/113417; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 18392-81-9,Some common heterocyclic compound, 18392-81-9, name is 5,6-Dibromobenzo[c][1,2,5]thiadiazole, molecular formula is C6H2Br2N2S, 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.

1. 1 mmol of 5,6-dibromobenzothiadiazole,2 mmol of triphenylamine-4-boronic acid pinacol ester, 0.05 mmol of tetrakis(triphenylphosphine)palladium, 0.1 mmol of tetrabutylammonium bromide, 6 mmol of sodium hydroxide and 10 ml of toluene, reacted at 120 C for 48 h, with water Extract with dichloromethane and combine the organic layers.After drying, the organic solvent is removed, and purified by using a mixed solvent of dichloromethane and petroleum ether as a solvent column chromatography.4,4′-(Benzo[c][1,2,5]thiadiazole-5,6-diyl)bis(N,N-diphenylaniline) was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,6-Dibromobenzo[c][1,2,5]thiadiazole, its application will become more common.

Reference:
Patent; Heilongjiang University; Han Chunmiao; Zhao Bingjie; Xu Hui; (30 pag.)CN110028506; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary