Tag: M.W=200-300

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. 2606-51-1, name is 5-(Bromomethyl)benzo[d][1,3]dioxole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-(Bromomethyl)benzo[d][1,3]dioxole

General procedure: Compound 7a was synthesized referencing to the literatures [18] and [29]. To be pointed out, the crude products of 7b, 7i, 7k, 7l, 7n-p required to wash with the solution of ethyl acetate/petroleum ether (v/v = 1:5) again;

According to the analysis of related databases, 2606-51-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Ming-Zhong; Xu, Han; Liu, Tuan-Wei; Feng, Qi; Yu, Shu-Jing; Wang, Su-Hua; Li, Zheng-Ming; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1463 – 1472;,
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. 1753-75-9, name is 5-Bromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Bromobenzo[c][1,2,5]thiadiazole

Preparation 2 5-Trimethylsilanylethynylbenzo[1,2,5]thiadiazole A solution of 5-bromo-benzo[1,2,5]thiadiazole (10 g, 80 mmol) was degassed with argon for 10 min, then copper iodide (1.53 g, 8 mmol) and bis-triphenylphospine-palladium-dichloride (1.12 g, 1.6 mmol) were added. TMS-acetylene (12.75 ml) was added via syringe followed by dropwise addition of diisopropylamine over 20 min. The reaction mixture was stirred at ambient temprature overnight. The THF was removed under reduced pressure. Ethyl acetate was added to the resulting brown oil and the mixture was filtered through celite. The residue was partitioned between ethyl acetate and water. The title compound was isolated by column chromatography using petroleum ether as the eluent (9 g, 49%); m/z (API+): 231.1 (MH+), m/z (API-): 233.1 (M).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1753-75-9.

Reference:
Patent; Gaster, Laramie Mary; Harling, John David; Heer, Jag Paul; Heightman, Thomas Daniel; Payne, Andrew Hele; US2004/152738; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 6698-13-1, A common heterocyclic compound, 6698-13-1, name is 4-Bromo-1,3-benzodioxole, molecular formula is C7H5BrO2, 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.

0348] To a stirred solution of 4-bromo-l,3-benzodioxole (65 mg, 0.323 mmol, 1 eq.) and chloro(di-2-norbornylphosphmo)(2’dimethylamino-l,r- biphenyl-2-yl)palladium (II) (18 mg) in anhydrous dioxane (3 mL) under nirrogen2 is added a dioxane (3 mL) solution of [3-(tert-butyl-diphenyl- silanyloxy)-5-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-pyridin- 3-yl-amine (196 mg, 0.356 mmol, 1.1 eq) followed by 2M aqueous K3PO4 (0.35 mL, 0.7 mmol). The mixture is heated to 100 0C in a sealed tube overnight.[0349] The reaction mixture was returned to ambient temperature, and diluted with methylene chloride. The organic phase washed with brine, dried over MgSO4, filtered and concentrated to a dark brown oil. Flash chromatography (1% MeOH/ methylene chloride) gave 117 mg of 3-benzo[l,3]dioxol-4-yl-5- (tert-butyl-diphenyl-silanyloxy)-phenyl]-pyridin-3-yl-amine as a beige solid.

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; LOCUS PHARMACEUTICALS, INC.; WO2008/8059; (2008); 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. 66417-30-9, name is 2-Bromo-1-methyl-4-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-1-methyl-4-(trifluoromethyl)benzene

(a) 2-Bromo-4-(trifluoromethyl)benzoic acid. To a solution of 2-bromo-1-methyl-4-trifluoromethylbenzene (7.6 g, 32 mmol, ABCR) in pyridine (75 mL) was added tetraethylammonium permanganate (24 g, 96 mmol, prepared according to the procedure of Sala, et al. J. Chem. Soc., Chem. Comm. 1978, 253). The reaction mixture was warmed to 70 C. and stirred at that temperature for 30 h. The reaction mixture was allowed to cool to 25 C. and poured into an ice bath containing cond HCl (150 mL) and NaHSO3 (150 g). The mixture turned to a clear aqueous solution and was extracted with EtOAc (4*200 mL). The combined extracts were washed with satd NaCl (200 mL), dried over Na2SO4, filtered and concentrated in vacuo to provide the title product as a white solid. MS (ESI, neg. ion) m/z: 267 (M-1).

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; Bo, Yunxin Y.; Chakrabarti, Partha P.; Chen, Ning; Doherty, Elizabeth M.; Fotsch, Christopher H.; Han, Nianhe; Kelly, Michael G.; Liu, Qingyian; Norman, Mark Henry; Ognyanov, Vassil I.; Wang, Xianghong; Zhu, Jiawang; US2003/195201; (2003); 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. 113170-72-2, name is 3-Bromo-5-(trifluoromethyl)benzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

A solution of 3-bromo-5-(trifluoromethyl)benzene-l, 2-diamine (2 g, 7.84 mmol), phenylboronic acid (1.9 g, 15.68 mmol), potassium carbonate (2.2 g, 15.68 mmol), [1,1?- bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (320 mg, 0.39 mmol) in dioxane (30 mL) and water(l0 mL) stirred overnight at 110 C in an oil bath. The resulting mixture was cooled to room temperature and then concentrated under vacuum. The residue was diluted with 50 mL water and extracted with 3×40 mL of ethyl acetate. The combined organic phases were washed with 100 mL of brine, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with ethyl acetate/petroleum ether (1 : 10)) to afford 5- (trifluoromethyl)-[l,r-biphenyl]-2, 3-diamine (1.34 g, 68%) as yellow oil. MS: (ESI, m/z): 253[M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 113170-72-2.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; MARTIN, Matthew W.; NG, Pui Yee; THOMASON, Jennifer R.; HAN, Bingsong; RUDNITSKAYA, Aleksandra; LANCIA, JR., David R.; (180 pag.)WO2019/204550; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 608-30-0, The chemical industry reduces the impact on the environment during synthesis 608-30-0, name is 2,6-Dibromoaniline, I believe this compound will play a more active role in future production and life.

This compound was prepared by modified literature procedures.11,12 A solution of NaNO2 (0.205 g,2.97 mmol) in H2O (1.5 mL) was added dropwise to a suspension of 2,6-dibromoaniline, 7c, (678 mg, 2.70 mmol) in concentrated aqueous HCl (2.6 mL, 12 M) at 0 C. The mixture was stirred at 0 C for 90 min. Additional NaNO2 (55 mg, 0.797 mmol) was added. The mixture was stirred for an additional 45 min at 0 C and then the resulting cold solution was added dropwise to a stirred solution of potassium ethyl xanthate (525 mg, 3.27 mmol) in H2O (0.65 mL) at 45 C through a glass pipet with a plug of glass wool. The reaction mixture was stirred for 30 min at this temperature and then allowed to cool to room temperature. The reaction mixture was extracted with diethyl ether (3×50 mL). The combined organic extracts were washed with 1 M NaOH solution (100 mL), water (3x 50 mL), brine (50 mL), dried over anhyd MgSO4, filtered and evaporated under reduced pressure. The resulting crude product was dissolved in ethanol (8 mL) and heated to reflux. Potassium hydroxide pellets (654 mg, 11.6 mmol) were added and refluxing continued overnight. After cooling to room temperature, the ethanol was evaporated under reduced pressure. The residue was dissolved in water and washed with diethyl ether (100 mL). The aqueous layer was acidified with 1 M HCl to pH 2 and extracted with diethyl ether (3 50 mL). The organic extracts were washed with water (50 mL), brine (50 mL), dried over anhyd MgSO4, filtered and evaporated under reduced pressure. The residue was purifiedby column chromatography on silica gel using hexanes as eluent to give 8b as a slightly yellow solid (518 mg, 72%). This compound always contains trace amounts of oxidized disulfide compound. Therefore, compound 8b was used in next step without further purification. 1H NMR (500 MHz, CD2Cl2) d 5.04 (s, 1H), 6.87 (t, J=7.0 Hz, 1H), 7.52 (d, J=7.0 Hz, 2H); IR (KBr) 1400, 1421, 1543, 2553(SH), 3064, 3458 cm1.

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, 2,6-Dibromoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yamamoto, Takuhei; Ammam, Malika; Roberts, Sue A.; Wilson, George S.; Glass, Richard S.; Tetrahedron; vol. 72; 20; (2016); p. 2527 – 2534;,
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 54962-75-3 as follows. Product Details of 54962-75-3

3-bromo-5-trifluoromethylaniline (720 mg, 5 mmol) was dissolved in concentrated hydrochloric acid, cooled to -10 C, and an aqueous solution of sodium nitrite (380 mg, 5.5 mmol) was added dropwise to react for 2 h. Cooled to -30 C, dropped into a concentrated hydrochloric acid solution of SnCl2 (3.40g, 15mmol) pre-cooled to -30 C, reacted at -20 C for 1h, warmed to room temperature, filtered, and dried to give 805 mg of a pale yellow solid, yield 100%.

According to the analysis of related databases, 54962-75-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 960203-41-2, name is (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, 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 960203-41-2, Product Details of 960203-41-2

Intermediate 1 (formula IV) (29.2 g, 100 mmol),N-phenoxycarbonylpiperazine (formula V) (26.8 g, 130 mmol)And tert-butanol (formula VI) (12 ml) was dissolved in 600 ml of toluene, and stirred under nitrogen atmosphere for 10 minutes at room temperature (25 C). To the mixture was added tris(dibenzylideneacetone)dipalladium (0.69 g, 0.75 mmol),Racemic 2,2-bis(diphenylphosphino)-1,1-biphenyl (1.40 g, 2.25 mmol),Sodium tert-butoxide (57.7 g, 0.6 mol),Re-nitrogen replacement.Heated at 110 C under nitrogen for 8 h.After the reaction was completed, it was cooled to room temperature and filtered through celite.The filtrate was washed with saturated brine and toluene was removed under reduced pressure.Intermediate 2 (mixture of formula VII and formula I)35.0g.

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

Reference:
Patent; Shandong Jingwei Pharmaceutical Co., Ltd.; Guo Xiao; Liu Qun; Sang Wei; Qu Aicun; Sun Huifeng; (13 pag.)CN110054600; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 138526-69-9,Some common heterocyclic compound, 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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.

-(3,4-Difluoro-5-morpholinophenyl)-N-(4-(3-methyl-leta-1,2,4-triazol-1- yl)phenyl)pyrimidin-2-amine Part I: 4-(5-Bromo-2,3-difluorophenyl)morpholine[0375] A mixture of 5-bromo-1,2,3-trifluorobenzene (2.5 g, 11.8 mmol), morpholine (1.0 rnL, 11.8 mmol), K2CO3 (1.6 g, 11.8 mmol) and DMSO (2 mL) in a sealed tube was heated up to 90C for 2.5 h. The reaction mixture was cooled to room temperature and diluted with water. The resulting colorless precipitate was filtered, washed with water, and dried in vacuo to afford 4-(5-bromo-2,3-difluorophenyl)morpholine in 76% yield. 1H NMR (CDCl3, 400 MHz) delta 6.91-6.87 (m, 1H), 6.75-6.72 (m, 1H), 3.80-3.78 (m, 4H), 3.04-3.02 (m, 4H).

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-3,4,5-trifluorobenzene, its application will become more common.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; WO2009/32861; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 103273-01-4, The chemical industry reduces the impact on the environment during synthesis 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, I believe this compound will play a more active role in future production and life.

General procedure: A solution of 2-bromo-4-isopropylaniline 25a (36 g, 170 mmol) andN-benzyl-4-piperidone (31 mL, 170 mmol) in AcOH (130 mL) wastreated with TMSCN (22 mL, 180 mmol) at room temperature for 5 h.The reaction mixture was neutralized by 8 N aqueous NaOH (380 mL)at 0 C, and the mixture was extracted with AcOEt (500 mL). The organicphase was washed with saturated aqueous NaCl, dried (Na2SO4),filtered, and concentrated in vacuo. The residue was purified by silicagel column chromatography (AcOEt/hexane; 10:90 to 40:60) to affordcompound 26a (55 g, 79%) as a yellow solid.

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, 2-Bromo-4-(tert-butyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Arai, Yoshikazu; Katayama, Katsushi; Koda, Shuichi; Masumura, Makoto; Murata, Kenji; Muto, Tsuyoshi; Nagata, Tsutomu; Okada, Hiroyuki; Saito, Shoichi; Takashima, Kouhei; Yoshida, Ayako; Bioorganic and medicinal chemistry; vol. 28; 6; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary