Tag: M.W=200-300

Reference of 129316-09-2, The chemical industry reduces the impact on the environment during synthesis 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, I believe this compound will play a more active role in future production and life.

Synthesis of intermediate 4-(biphenyl-4-yl)-1-(3-bromo-5-tert-butylphenyl)-1H-imidazole 13 4-(Biphenyl-4-yl)-1H-imidazole 12 (3773 mg, 17.13 mmol, 1.0 eq), CuI (326 mg, 1.71 mmol, 0.1 eq), L-proline (394 mg, 3.42 mmol, 0.2 eq), 1,3-dibromo-5-(1,1-dimethylethyl)-benzene (8.00 g, 27.40 mmol, 1.6 eq) and K2CO3 (4735 mg, 34.26 mmol, 2.0 eq) were added to a dry pressure tube equipped with a magnetic stir bar. The vissel was then evacuated and backfilled with nitrogen, this evacuation and backfill procedure was repeated for a total of three times. Then DMSO (35 mL) were added in a nitrogen filled glove box. The mixture was bubbled with nitrogen for 5 minutes. The tube was sealed before being taken out of the glove box. The mixture was stirred in an oil bath at a temperature of 105-115 C. for 3 days. Then the mixture was cooled to ambient temperature, filtered and washed with a plenty of ethyl acetate. The filtrate was washed with water three times, dried over sodium sulfate, filtered, concentrated under reduced pressure and the residue was purified through column chromatography on silica gel using hexane and ethyl acetate (10:1-5:1-3:1) as eluent to obtain the desired product 13 as a brown-red solid 2.023 g in 26% total yield for the two steps. 1H NMR (DMSO-d6, 400 MHz): delta 1.37 (s, 9H), 7.38 (t, J=7.2 Hz, 1H), 7.49 (t, J=8.0 Hz, 2H), 7.55 (d, J=1.6 Hz, 1H), 7.32-7.75 (m, 5H), 7.88 (d, J=1.2 Hz, 1H), 7.98 (d, J=8.4 Hz, 2H), 8.49 (s, 2H).

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, 1,3-Dibromo-5-(tert-butyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Li, Jian; Li, Guijie; US2015/194616; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1074-24-4,Some common heterocyclic compound, 1074-24-4, name is 1,4-Dibromo-2,5-dimethylbenzene, molecular formula is C8H8Br2, 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.

1,4-dibromo-2,5-dimethylbenzene: 1H-1,2,4- triazole: potassium carbonate: copper oxide molar ratio is 2: 10: 30: 1. To a 50mL three-neck round bottom flask equipped with a magnetic stirrer, reflux condenser and thermometer was added CuO (0.0398mg,0.5mmol), potassium carbonate (2.0731g, 15mmol), 1H-1,2,4-triazole (0.345mg, 5mmol), 1,4- dibromo-2,5-dimethylbenzene (0.3360g, 1mmol ), 20mL DMF. Stirring at 100 deg.C. React for 24 hours. After completion of the reaction, the reaction solution was cooled to room temperature, filtered and the filtrate was added 100mL of water, heavy precipitate precipitation, filtration, filter cake was collected, yield 60percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,4-Dibromo-2,5-dimethylbenzene, its application will become more common.

Reference:
Patent; Tianjin Normal University; Wang, Ying; (11 pag.)CN105669720; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 452-92-6, name is 5-Bromo-2,4-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 452-92-6, COA of Formula: C6H4BrF2N

General Procedure: Methyl 2-{[4-(chlorosulfonyl)-2,3-dimethylphenyl]oxy}propanoate (7) (4 g, 13.0 mmol) was dissolved in pyridine (10 mL). After 5 min, 3-bromo-2-chloroaniline (3.22 g, 15.6 mmol) was added. The reaction was complete within a few hours. The reaction mixture was then extracted using diethyl ether. The combined organic phases were washed with 1N HCl and brine, dried over sodium sulfate, filtered, and concentrated in vacuo to afford the title compound which was used without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-2,4-difluoroaniline, and friends who are interested can also refer to it.

Reference:
Article; Evans, Karen A.; Shearer, Barry G.; Wisnoski, David D.; Shi, Dongchuan; Sparks, Steven M.; Sternbach, Daniel D.; Winegar, Deborah A.; Billin, Andrew N.; Britt, Christy; Way, James M.; Epperly, Andrea H.; Leesnitzer, Lisa M.; Merrihew, Raymond V.; Xu, Robert X.; Lambert, Millard H.; Jin, Jian; Bioorganic and Medicinal Chemistry Letters; vol. 21; 8; (2011); p. 2345 – 2350;,
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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 937046-98-5

Intermediate 69A 7-( Prop- 1 -en-2-yl)pyrrolo[2, l-fj[l ,2,4]triazin-4-amine The starting material 7-bromopyrrolo[2, 1 -fj [ 1 ,2,4]triazin-4-amine was synthesized according to the procedure described in WO 2007/056170-A2 (Intermediate B). Under an argon atmosphere, 7-bromopyrrolo[2, 1 -f] [ 1 ,2,4]triazin-4-amine (426 mg, 2 mmol) and 4,4,5, 5-tetramethyl-2-(prop-l -en-2-yl)-l,3,2-dioxaborolane (420 mg, 2.5 mmol) were dissolved in a mixture of 1 ,2-dimethoxyethane (10 mL) and aqueous sodium carbonate solution (2 M, 4 mL). The reaction mixture was degassed, and 1 , 1 ‘-bis(diphenylphosphino)ferrocenepalladium(II) chloride (73 mg, 0.1 mmol) was added. After stirring at 90C overnight, the reaction mixture was diluted with ethyl acetate (40 mL), water (10 mL) was added, and the layers were separated. The aqueous layer was extracted with ethyl acetate (2 x 40 mL), and the combined organic layers were dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography (puriFlash, Interchim, cyclohexane/ethyl acetate 1 : 1 to 100% ethyl acetate gradient) to yield the title product as a slightly yellow solid. Yield: 304 mg (81 % of th.). HPLC (method 10): R, = 0.83 min; LC-MS (method 10): RT = 0.57 min; MS (ESIpos): m/z (%) = 1 75. 1 (100) [M+H]+. ? Iota NMR (400 MHz, 4J-DMSO): delta (ppm) = 2.15 (s, 3H), 5.22 (m, 1H), 6.30 (m, H I ). 6.73 (d, 1H), 6.91 (d, 1H), 7.69 (m, 1H), 7.91 (s, 1H).

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Bayer Pharma Aktiengesellschaft; KLAR, Juergen; VOEHRINGER, Verena; TELSER, Joachim; LOBELL, Mario; SUessMEIER, Frank; LI, Volkhart Min-Jian; BOeTTGER, Michael; GOLZ, Stefan; LANG, Dieter; SCHLEMMER, Karl-Heinz; SCHLANGE, Thomas; SCHALL, Andreas; FU, Wenlang; WO2013/4551; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 698-19-1, 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. 698-19-1 name is 1-(2-Bromophenyl)-N-methylmethanamine, 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.

Preparation of ferf-butyl 2-bromobenzyl(methyl)carbamate (59). 58 59 A solution of compound 58 (2.0 g, 10.0 mmol) and Boc20 (2.29 g, 10.5 mmol) in THF (40 mL) was stirred at RT for 16 hours. The mixture was then concentrated in vacuo. The crude product was purified by flash column chromatography over silica gel, which was eluted with 10% EtOAc in heptanes, and yielded compound 59 as a colorless oil (2.8 g, 95% yield). 1H NMR (400 MHz, CDCI3) delta 7.54 (d, 1 H), 7.30 (t, 1 H), 7.13 (m, 2 H), 4.53 (br d, 2 H), 2.87 (br s, 3 H), 1.46 (br d, 9 H).

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

Reference:
Patent; PFIZER INC.; BAILEY, Simon; BURKE, Benjamin, Joseph; COLLINS, Michael, Raymond; CUI, Jingrong, Jean; DEAL, Judith, Gail; HOFFMAN, Robert, Louis; HUANG, Qinhua; JOHNSON, Ted, William; KANIA, Robert, Steven; KATH, John, Charles; LE, Phuong, Thi, Quy; MCTIGUE, Michele, Ann; PALMER, Cynthia, Louise; RICHARDSON, Paul, Francis; SACH, Neal, William; WO2013/132376; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 18599-22-9, 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 18599-22-9 as follows.

To a stirred solution of silver acetate (10 mg, 0.060 mmol) in glacial acetic acid (20 mL) at reflux temperature was added zinc powder (10 g, 153 mmol) in one portion, and the whole was stirred at that temperature for additional 30 seconds. After refluxing for 30 seconds, the flask was cooled by dipping in an ice-bath. The Zn-Ag couple formed was separated by vacuum filtration in the open-air, which was washed with Et2O several times, followed by drying under reduced pressure. The Zn-Ag couple separated was stored at room temperature under Ar atmosphere. See Figure S1 Preparation of CH2=CHCF2CF2ZnBr in DMF (2-Zn) In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, was placed Zn-Ag couple (0.66 g, 10 mmol) in DMF (5.0 mL). To the suspension was slowly dropwise added 4-bromo-3,3,4,4-tetrafluorobut-1-ene (1, 1.0 g, 5.0 mmol) at 0 C and the whole was stirred at that temperature for 30 min. The resultant was subjected to a short pad of celite and washed by Et2O three times. The filtrate was concentrated in vacuo to give the corresponding organozinc reagents 2-Zn in 86% NMR yield as a 0.70 M DMF solution (1,1,2,2-Tetrafluorobut-3-en-1-yl)zinc bromide in DMF (2-Zn) Yield: 86% (determined by 19F NMR); 19F NMR (CDCl3): 112.10 (brs, 2F, CF2CH), 120.23 (brs, 2F, CF2Zn).

According to the analysis of related databases, 18599-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

4549-33-1, name is 1,9-Dibromononane, 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. Application In Synthesis of 1,9-Dibromononane

EXAMPLE 4 N, N’-Nonane-1, 9-diyl-bis-pyridinium Dibromide (bPNB).; 1,9-Dibromononane (mmol) was added to a solution (30 mL) of dry pyridine, and the solution heated for 24 hours at 65C. The resulting precipitate was filtered, and the product washed five times with dry diethyl ether. The resulting clear liquid was isolated in a 87% yield. ‘H NMR (300 MHz, DMSO-D6) 5 9.17 (2H, d, C2&C6-H), 8.61 (1H, t, C4-H), 8. 18 (2H, t, C3&C5-H), 4.63 (2H, t, C’1-CH2), 1.89 (2H, m, C’2-CH2), 1.22 (5H, m, C’3-5-CH2) ; 13C NMR (75 MHz, DMSO-D6) 8 145.3, 144.5, 127.9, 60.5, 30.7, 28.4, 28.2, 25.3.

The synthetic route of 4549-33-1 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

These common heterocyclic compound, 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, 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. SDS of cas: 67344-77-8

To a solution of 1-(3-bromophenyl)-N-methylmethanamine (12.0 g) and N-(tert-butoxycarbonyl)glycine (11.5 g) in dichloroethane (80 ml) were added HOBt (9.7 g) and WSC hydrochloride (13.7 g), followed by stirring at room temperature overnight. To the reaction mixture was added a saturated aqueous sodium hydrogen carbonate solution, followed by extraction with CHCl3. The mixture was dried over Na2SO4 and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (CHCl3/MeOH) to obtain tert-butyl {2-[(3-bromobenzyl)amino]-2-oxoethyl}carbamate (21.3 g).

The synthetic route of 1-(3-Bromophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astellas Pharma Inc.; US2012/184520; (2012); 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. 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., Product Details of 2635-13-4

General procedure: A 25 mL Schlenk tube was charged with Cu2O (0.05 mmol), ArX (0.5 mmol), NHR1R2 (0.75 mmol), NaOH (1 mmol), TBAB (0.1 mmol), L2 (0.1 mmol) and H2O/EtOH (1 mL, 1/1, v/v). The mixture was stirred at 120 C for 12 h. The reaction mixture was extracted with ethyl acetate (3 10 mL), washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatograph on silica gel(ethyl acetate/petroleum ether as the eluent) to provide the target products 3a-3w and 6.

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:
Article; Xie, Jian-Wei; Yao, Zhen-Bin; Wang, Xiao-Chuang; Zhang, Jie; Tetrahedron; vol. 75; 27; (2019); p. 3788 – 3792;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, 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 627871-16-3, Application In Synthesis of 5-Bromo-4-fluoro-2-methylaniline

At room temperature,The raw aniline compound (10 g, 49.0 mmol) was dissolved in 20 mL of pyridine, and the raw material was added4-nitro-2-carboxylate methylbenzenesulfonyl chloride (16.45 g, 58.8 mmol),Reaction at room temperature for more than 8 hours.After the reaction was monitored by TLC, the reaction was cooled to room temperature.Add 1N hydrochloric acid, adjust the pH to 3 ~ 4, precipitate a pale yellow precipitate, filter,Drying gave Intert I (18.6 g, yield: 84.9%). Can be used directly in the next reaction.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-4-fluoro-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; Shanghai Jiao Tong University School of Medicine; Zhang Jian; Zhao Mingzhu; Wei Jiacheng; (23 pag.)CN110642757; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary