Tag: M.W=200-300

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. 185122-74-1, name is 5-Bromo-2,3-dihydro-1H-inden-1-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-2,3-dihydro-1H-inden-1-amine

[B]1-(2,2,2-Trifluoro-acetylamino)-cyclopropanecarboxylic acid ((rac)-5-bromo-indan-1-yl)-amide 1-(2,2,2-Trifluoroacetamido)cyclopropanecarboxylic acid (390 mg, 1.98 mmol) and HATU (753 mg, 1.98 mmol) were dissolved in DMF (12 ml), then Et3N (601 mg, 828 mul, 5.94 mmol) was added and the reaction mixture was stirred for 30 minutes. Subsequently, (rac)-5-bromo-indan-1-ylamine (0.42 g, 1.98 mmol), dissolved in DMF (3 ml), was added and the mixture stirred at RT for 15 h. It was then poured into H2O (50 ml) and extracted with CH2Cl2 (2*25 ml). The organic layers were dried over MgSO4, filtered and concentrated in vacuo to give a crude product (0.876 g) which was purified by flash chromatography (silica gel, 20 g, 0% to 5% MeOH in CH2Cl2) to give the title compound (0.64 g, 83%) as light brown oil. MS: 389.0 (M-H-, 1Br).

The synthetic route of 185122-74-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aebi, Johannes; Binggeli, Alfred; Hertel, Cornelia; Konkar, Anish Ashok; Kuehne, Holger; Kuhn, Bernd; Maerki, Hans P.; Wang, Haiyan; US2013/18055; (2013); A1;,
Bromide – Wikipedia,
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Electric Literature of 28342-75-8,Some common heterocyclic compound, 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, molecular formula is C6H2Br2F2, 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.

To a stirred solution of 1,5-dibromo-2,4-difluorobenzene (20.0 g, 73.6 mmol) in diethyl ether (400 mL) in a dry ice bath was added n-butyl lithium in hexanes (31 ml, 2.5 M, 77 mmol) so that the temperature of the reaction mixture stayed between -65¡ã C and -70¡ã C and then the mixture was stirred at -70¡ã C for further 0.5 h. N,N-dimethylformamide (7.1 ml, 92 mmol) was slowly added so that the temperature of the reaction mixture stayed between -65¡ã C and -70¡ã C and then the mixture was stirred at -70¡ã C for fu rther 0.5 h. The dry ice bath was removed and the mixture was allowed to warm up to 0¡ã C. A m ixture of water (180 mL) and acetic acid (1 1 ml, 200 mmol) was added and the mixture was stirred for 15 min. The phases were separated and the aqueous phase was extracted with ethyl acetate. The organic phases were combined and washed with saturated sodium chloride solution, dried (sodium sulfate), filtered and the solvent was removed in vacuum. Silicagel chromatography gave 12.6 g (77 percent yield) of the title compound. LC-MS (Method 1 ): Rt = 1 .09 min; MS (ESIpos): m/z = 220 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) d [ppm]: 2.518 (0.45), 7.716 (4.55), 7.738 (4.98), 7.742 (4.92), 7.765 (4.71 ), 8.141 (4.86), 8.159 (6.75), 8.179 (4.87), 10.079 (16.00).

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; CHRIST, Clara; BRIEM, Hans; FARIA ALVARES DE LEMOS, Adelaide, Clara; BADER, Benjamin; HOLTON, Simon; BOeMER, Ulf; LIENAU, Philip; KUHNKE, Lara, Patricia; (122 pag.)WO2019/185525; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide, 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 2862-39-7, category: bromides-buliding-blocks

(A) (cis)-3-(Hydroxy)-1-[2-(dimethylamino)ethyl]-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-7-(trifluoromethyl)-2H-1-benzazepin-2-one A vigorously stirred suspension of 7.0 g (0.020 mol) of (cis)-7-(trifluoromethyl)-1,3,4,5-tetrahydro-3-hydroxy-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one (see Example 28, part E) in 140 ml of dichloromethane (500 ml recovery flask fitted with magnetic stirrer) was treated with 25 ml of water, followed by 13.3 g (0.042 mol) of pulverized barium hydroxide and 0.8 g of benzyltrimethylammonium chloride. A solution of 10.5 g (0.045 mol) of 2-dimethylaminoethyl bromide hydrobromide in 12 ml of water was then added portionwise. The flask was stoppered and the mixture was vigorously stirred at room temperature and stirring was continued overnight. Some solids were filtered off, washed with dichloromethane, and the layers in the filtrate separated. The dichloromethane layer was washed with water (2*75 ml), then shaken with 750 ml of water containing 42 ml of N hydrochloric acid. A stubborn emulsion was encountered at this point. Some dichloromethane was drawn off but then the mixture was extracted with 600 ml of ether. The aqueous phase was layered over with 250 ml of ethyl acetate, basified with 56 ml of N sodium hydroxide, shaken, and separated. The aqueous phase was extracted with ethyl acetate (three times 150 ml), the combined organic layers washed with brine (100 ml), dried (magnesium sulfate), and the solvent evaporated to give a colorless solid which was pump-dried; yield 7.87 g; melting point 136-138 C. TLC:Rf 0.42 (90:10 dichloromethane-methanol).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; E. R. Squibb & Sons, Inc.; US4748239; (1988); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 69038-76-2,Some common heterocyclic compound, 69038-76-2, name is 4-Bromo-N1-methylbenzene-1,2-diamine, molecular formula is C7H9BrN2, 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.

To a solution of 4-bromo-N?-methylbenzene-1,2-diamine (1.7 g, 8 mmol) in triethyl orthoformate (10 mL) was added PTSA?H20 (152 mg, 0.8 mmol). The mixture was stirred at 85 C for 2 h, poured into H20 (50 mL) and extracted with EA (40 mL x 2). The organic layers were dried over anhydrous Na2SO4, filtered, concentrated in vacuo, and purified by silica gel column chromatography (PE/EA = 50/1 to 10/1) to afford 5-bromo-1-methyl-1H-benzo[djimidazole (1.5 g, 89 %) as a yellow solid. LC-MS mlz: 211.1 [M+Hf?. tR= 1.90 mm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-N1-methylbenzene-1,2-diamine, its application will become more common.

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; BOURQUE, Elyse Marie Josee; LANSBURY, Peter, T.; GOOD, Andrew, C.; (391 pag.)WO2017/176960; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-52-5, 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. 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 6.12 1,4-Di(3′-chlorophenyl)-4-fluorobenzene (7l): Starting with 6 (200 mg, 0.79 mmol), Cs2CO3 (385 mg, 1.81 mmol), Pd(PPh3)4 (3 molpercent), 3-chlorophenylboronic acid (246 mg, 1.58 mmol) and 1,4-dioxane (4 mL), 7l was isolated as a colorless solid (201 mg, 80percent). Mp 102-103 ¡ãC. 1H NMR (300 MHz, CDCl3): delta = 7.25-7.33 (m, 5H, ArH), 7.34-7.35 (m, 1H, ArH). 7.37-7.43 (m, 3H, ArH), 7.49-7.52 (m, 2H, ArH). 13C NMR (75 MHz, CDCl3): delta = 114.8 (d, J = 25.7 Hz, CH), 123.0 (d, J = 4.0 Hz, CH), 125.1 (CH), 127.1 (2CH), 128.0 (d, J = 9.4 Hz, 2CH), 129.0 (d, J = 4.0 Hz, CH), 130.0 (d, J = 33.7 Hz, 2CH), 131.0 (d, J = 4.0 Hz, CH), 134.4 (C), 134.9 (C), 137.0 (C), 141.1 (C), 141.4 (C), 141.5 (C), 159.9 (d, JCF = 248.8 Hz, CF). 19F NMR (282 MHz, CDCl3): delta = -114.6 (CF). IR (ATR, cm-1): , 2923 (w), 2851 (w), 1619 (m), 1562 (m), 1463 (m), 1386 (s), 1288 (m), 1248 (m), 1186 (m), 1130 (m), 1079 (m), 1022 (m), 967 (m), 915 (m), 876 (m), 824 (m), 773 (s), 756 (s), 686 (s), 636 (m), 552 (m), 515 (m), 468 (m), 419 (m) cm-1. GC-MS (EI, 70 eV): m/z (percent) = 292 (100) [M]+, 277 (34), 249 (23), 233 (12). HRMS (EI) calcd. for C18H11Cl2F [M]+: 316.02164; found 316.021941; calcd. for C18H11Cl37ClF [M]+: 318.01869; found 318.01898.

The synthetic route of 1,4-Dibromo-2-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tama?s; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 51554-93-9, name is 1-Bromo-4-octylbenzene, 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 51554-93-9, Quality Control of 1-Bromo-4-octylbenzene

a) Synthesis of 4-bromophenyl 1-pinacolylboronate 50.0 g (186 mmol) of 4-n-octyl bromide, 51.9 g (204 mmol) of bispinacolatodiboron, 52.9 g (539 mmol) of potassium acetate are suspended in 800 ml of dimethyl sulfoxide. 4.55 g (5.6 mmol) of 1,1-bis(diphenylphosphino)ferrocenedichloropalladium(II)*DCM are added to this suspension, and the reaction mixture is heated under reflux for 16 h. After cooling, 600 ml of ethyl acetate and 400 ml of water are added, and the organic phase is separated off, washed three times with 200 ml of water, dried using sodium sulfate and subsequently evaporated to dryness. The crude product is recrystallised from heptane and finally dried under reduced pressure. The yield is 48.2 g (152 mmol), corresponding to 82.0% of theory.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Merck Patent GmbH; Buchholz, Herwig; Pan, Junyou; Anemian, Remi Manouk; (27 pag.)US9822299; (2017); B2;,
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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 138526-69-9

[10092] (1-1) In a nitrogen atmosphere, a solution prepared by dissolving 50 g of 3,4,5-trifluorobromobenzene in 50 mL of THF was added dropwise at a rate that caused gentle reflux to a mixed solution of 6.34 g of magnesium and 60 mL of THF. Afier dropwise addition, the mixture was stirred at 40 C. for 1 hout Then, a solution prepared by dissolving 34.64 g of DMF in 60 mL of THF was added dropwise under ice cooling at such a rate that the inside temperature did not exceed 20 C., followed by stirring at room temperature for 1 hout Then, 10% hydrochloric acid was added until the reaction system became acidic, and the mixture was stirred at room temperature for 1 hout Then, hexane was added to the mixture to separate an organic layer, and an aqueous layer was subjected to extraction with hexane. The hexane extract was combined with the organic layer and washed with a saturated aqueous sodium bicarbonate solution and saturated brine. The resultant mixture was dried by adding sodium sulfate, and then the solvent was distilled off under reduced pressure to yield 37.91 g of 3,4,5-trifluorobenzaldehyde.

According to the analysis of related databases, 138526-69-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DIC CORPORATION; Tojo, Kenta; Takeuchi, Kiyofumi; Osawa, Masashi; Kaneoya, Masakazu; Kusumoto, Tetsuo; US2014/275577; (2014); 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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

Into a 100 mL three-necked flask were added 4.62 g 1-bromo-2,4,5-trifluorobenzene (0.022 mol) and anhydrous tetrahydrofuran (50 mL). The resulting mixture was cooled to -20 C. The solution of isopropylmagnesium bromide (22 mmol) in tetrahydrofuran (22 ml, 1M THF) was slowly added dropwise under nitrogen. After the addition was complete, the reactants were maintained at -20 C. for later use. Cuprous bromide-dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. The resulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise under nitrogen. After 15 min, a solution of the aziridine compound as shown in the above reaction formula (4.54 g, 0.015 mol) in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammonia chloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separated water layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together and further washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed by filtration and concentration to obtain a crude product, which was further treated by column chromatography to obtain a compound (5.07 g, 0.012 mol, yield 78%). 1H NMR (400 MHz, CDCl3) delta 7.03 (t, J=10.5 Hz, 1H), 6.91 (t, J=10.7 Hz, 1H), 5.14 (d, J=12.6 Hz, 1H), 3.973.85 (m, 1H), 3.82 (d, J=6.2 Hz, 1H), 3.773.55 (m, 1H), 2.82 (s, 2H), 1.871.68 (m, 1H), 1.631.48 (m, 1H), 1.39 (s, 9H), 0.91 (s, 9H), 0.06 (d, J=4.6 Hz, 6H). Ms (M++1): 434.

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 327-52-6.

Reference:
Patent; ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan; US2013/281695; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 858121-94-5, name is 4-(Bromomethyl)-1,1-difluorocyclohexane, 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-(Bromomethyl)-1,1-difluorocyclohexane

General procedure: 2-(4-(ethylsulfonyl)phenyl)-N-(4-((propylamino)methyl)phenyl)acetamide (50 mg, 0.13 mmol) was added sequentially to a 20 mL sealed tube.2-chlorobenzyl bromide (53 muL, 0.4 mmol),Anhydrous potassium carbonate (55 mg, 0.4 mmol),N,N-dimethylformamide 2mL,Heated at 60 C for 3 hours,TLC confirmed that the reaction was completed and washed with saturated brine.Purification of petroleum ether by column chromatography: ethyl acetate 2:1?3:2,Made a white solid 18mg,The yield was 27.8%.

The synthetic route of 4-(Bromomethyl)-1,1-difluorocyclohexane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fudan University; Wang Yonghui; Qiu Ruomeng; Gong Juwen; Tian Jinlong; Huang Yafei; (65 pag.)CN109206346; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 615-59-8, The chemical industry reduces the impact on the environment during synthesis 615-59-8, name is 1,4-Dibromo-2-methylbenzene, I believe this compound will play a more active role in future production and life.

2,5-dibromotoluene (10 g, 40 mmol)Was dissolved in anhydrous tetrahydrofuran (40 mL). N-Butyllithium (10 g, 160 mmol) was slowly dropped at -78 ¡ã C., and the mixture was stirred for 2 hours and 30 minutes.Dimethylformamide (15.5 mL, 200 mmol) was added thereto, followed by stirring for 1 hour. Then, 3N hydrochloric acid was added, and anhydrous tetrahydrofuran was removed, followed by extraction with chloroform, drying over anhydrous magnesium sulfate, and purification through silica gel (SiO2, n-hexane: ethyl acetate = 5: 1).

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, 1,4-Dibromo-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Korea National University of Transportation Industry Academy Cooperation Foundation; Lee Ji-hun; Choi Yong-seon; Shin Seong-jun; (65 pag.)KR2019/43743; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary