Tag: M.W=200-300

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. 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 2635-13-4

Benzo[1,3]dioxole-5-carbaldehyde (1.80 g, 11.96 mmol), 5-bromobenzo[1,3]dioxole (2.65 g, 13.16 mmol), and n-butyl lithium (5.26 ml, 13.16 mmol) were treated in the same manner as described above for the synthesis of (2,3-dihydrobenzo[1,4]dioxin-6-yl)-(3,5-dimethoxyphenyl)methanol. The crude material was purified via flash column chromatography (5% EtOAc in hexane gradient to 40% EtOAc in hexane in about 40 min.) to give bis-benzo[1,3]dioxol-5-yl-methanol as a light brown oil (2.69 g, 83%): 1H-NMR (CDCl3) 6.86-6.74 (m, 6H, Ar), 5.93 (s, 4H, 2CH2), 5.68 (d, J=3 Hz, 1H, CHOH), 2.16 (d, J=3 Hz, 1H, OH). The product was carried over to the next step.

The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1083181-43-4, name is 6-Bromo-1-methyl-1H-benzo[d][1,2,3]triazole, 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 1083181-43-4, 1083181-43-4

The title compound is prepared according to General Procedure 8 described for Intermediate 14, using 6-bromo-1-methyl-1 H-1 ,2,3-benzotriazole (Intermediate 80, 45 mg; 0.21 mmol; 1 eq.), bis(pinacolato)diboron (108 mg; 0.42 mmol; 2 eq.), potassium acetate (125 mg; 1.27 mmol; 6 eq.), Pd(dppf)CI2 (27 mg; 0.03 mmol; 0.15 eq.) in DMSO (2 mL). Conditions: 90 C overnight. The crude 1-methyl-6-(tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 – – 1 ,2,3-benzotriazole (80 mg; 0.10 mmol; 45%; brown solid; UPLC purity: 85%) is used in the next step without further purification.

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, 6-Bromo-1-methyl-1H-benzo[d][1,2,3]triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SELVITA S.A.; FABRITIUS, Charles-Henry Robert Yves; NOWAK, Mateusz Oktawian; WIKLIK, Katarzyna Anna; SABINIARZ, Aleksandra Barbara; BIE?, Marcin Dominik; BUDA, Anna Malgorzata; GUZIK, Pawel Szczepan; BIA?AS, Arkadiusz Kacper; PAWLIK, Henryk Edward; BOUTARD, Nicolas Felix Pierre; (439 pag.)WO2016/180537; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

16518-62-0, These common heterocyclic compound, 16518-62-0, name is 3-Bromo-N,N-dimethylaniline, 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.

General procedure: A mixture of N,N-dimethylaniline 1 (2.0 mmol), indole 2 (1.0mmol), K2S2O8 (1.5 equiv), and CH3CN (3 mL) was taken in aflask and stirred at r.t. for 2?4 h (Scheme 2). After completion ofthe reaction (monitored by TLC), water (5 mL) was added andthe mixture was extracted with ethyl acetate (3 ¡Á 5 mL). Thecombined organic phase was dried over anhydrous Na2SO4, filtered,and evaporated under reduced pressure. The resultingcrude product was purified by silica gel chromatography using amixture of hexane/ethyl acetate (4:1) as eluent to afford an analyticallypure sample of product 3.

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 16518-62-0.

Reference:
Article; Singh, Manjula; Yadav, Arvind K.; Yadav, Lal Dhar S.; Singh, Rana Krishna Pal; Synlett; vol. 29; 17; (2018); p. 2306 – 2310;,
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 615-59-8 as follows. 615-59-8

3,6-Dibromobenzylbromide In a 250 ml three-necked round-bottom flask equipped with a reflux condenser, thermometer, dropping funnel with pressure-equalizing, and magnetic stirring bar, and containing 74.9 g (0.30 mol) of 3,6-dibromotoluene, 15.5 ml (47.9 g, 0.30 mmol) of bromine was added dropwise under exposure to 500 W lamp for 3 hours at 190¡ã C. The resulting mixture was cooled to room temperature. Fractional distillation gave colorless liquid, b.p. 132-135¡ã C./3 mm Hg. Yield 84.3 g (85percent). Anal. calc. for C7H5Br3: C, 25.57; H, 1.53. Found: ¡ã C, 25.81; H, 1.62. 1H NMR (CDCl3): delta 7.59 (m, 1H, 5-H), 7.43 (m, 1H, 3-H), 7.28 (m, 1H, 3-H), 4.52 (s, 2H, CH2). 13C NMR (CDCl3): delta 138.9, 134.6, 134.0, 133.1, 123.0, 121.5, 32.2.

According to the analysis of related databases, 615-59-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Voskoboynikov, Alexander Z.; Ryabov, Alexey N.; Nikulin, Mikhail V.; Lygin, Alexander V.; Coker, Catalina L.; Canich, Jo Ann M.; US2007/135595; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

402-43-7, 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 402-43-7 as follows.

General procedure: Na2CO3 (212 mg, 2 mmol), 4-chloronitrobenzene (1 mmol) and styrene (1.5 mmol) were added successively into a dried Schlenk tube under nitrogen. Then the DMA (0.1 mL) solution of DADPP (0.002 mmol) and [Pd(C3H5)Cl]2 (0.0005 mmol), which was reacted at 100 C for 10 min prior to use, was added into the mixture. The reaction was performed at 130 C. At the end of reaction, the mixture solution was extracted with ethyl acetate (3 ¡Á 5 mL). Combined organic phase was washed with brine (3 ¡Á 5 mL) and dried over MgSO4. The dried solution was filtered and purified with silica gel chromatography (petroleum ether 60-90 C) to give a corresponding product.

According to the analysis of related databases, 402-43-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Zhi-Jie; Wang, Wei; Zhou, Rong; Zhang, Lei; Fu, Hai-Yan; Zheng, Xue-Li; Chen, Hua; Li, Rui-Xiang; Catalysis Communications; vol. 57; (2014); p. 14 – 18;,
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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 22034-13-5

4-Bromobenzo [c] [1,2,5] thiadiazole (100 g, 0.46 mol),4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi-1,3,2-dioxaborolane(141 g, 0.55 mol), Pd (dppf) Cl2 (32 g, 0.04 mol) and KOAc (90 g, 0.92 mol) were placed in a flask, To this was added 1,4-dioxane (2 L) and dissolved, followed by heating and stirring for 8 hours. After completion of the reaction, Distilled water was added and the organic layer was extracted with ethyl acetate.The obtained organic layer was dried over Na2SO4, distilled under reduced pressure,Purification by column chromatography afforded compound 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]thiadiazole(72 g, yield 60percent) was obtained as white crystals.

The synthetic route of 22034-13-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Doosan Co., Ltd; Choi Tae-jin; (52 pag.)KR2018/71882; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

69321-60-4, name is 2,6-Dibromotoluene, 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. 69321-60-4

A 50-mL three-neck round-bottomed flask equipped with a reflux condenser, magnetic stirrer and nitrogen inlet was charged with ethyl l-(2-aminoethyl)-4, 5,6,7- tetrahydro-lH-indole-2-carboxylate 101k (560 m g, 2.95 mmol), 2,6-dibromotoluene (1.47 g, cesium carbonate (1.92 g, 5.90 mmol), N,N’-dimethylethylenediamine (260 mg, 2.95 mmol) and 1,4-dioxane (25 mL). After bubbling nitrogen through the resulting suspension for 30 min, copper N,N’-dimethylethylenediamine (260 mg, 2.95 mmol) was added, and the reaction mixture was heated at 105 C (oil bath temperature) for 14 h. After this time, the mixture was cooled to room temperature and filtered. The filtrate was diluted with ethyl acetate (100 mL) and water (20 mL). The organic layer was separated, and the aqueous layer was extracted with ethyl acetate (3 x 30 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by columnchromatography to afford a 57% yield (600 mg) of 2-(3-bromo-2-methylphenyl)-3,4,6,7,8,9- hexahydropyrazino[l,2-fl]indol-l(2H)-one 1011 as a white solid: mp 163-165 C; ‘H NMR (500 MHz, DMSO-i? delta 7.57 (dd, 1H, J = 8.0, 0.5 Hz), 7.32 (d, 1H, J = 7.5 Hz), 7.21 (t, 1H, J = 8.0 Hz), 6.50 (s, 1H), 4.11 (m, 3H), 3.75 (m, 1H), 2.59 (m, 2H), 2.45 (m, 2H), 2.21 (s, 3H), 1.78 (m, 2H), 1.68 (m, 2H); (APCI+) m/z 358.6 (M+H)

Statistics shows that 69321-60-4 is playing an increasingly important role. we look forward to future research findings about 2,6-Dibromotoluene.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

A common compound: 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1435-52-5

General procedure: 6.9 1,3-Di(4′-fluorphenyl)-5-fluorobenzene (7i): Starting with 6 (100 mg, 0.37 mmol), Cs2CO3 (263 mg, 0.81 mmol), Pd(PPh3)4 (3 molpercent), 4-fluoromethylphenylboronic acid (109 mg, 0.78 mmol) and 1,4-dioxane (4 mL), 7i was isolated as a colorless solid (54 mg, 48percent). Mp 145-149 ¡ãC. 1H NMR (300 MHz, CDCl3): delta = 7.03-7.09 (m, 2H, ArH), 7.24-7.29 (m, 1H, ArH), 7.32-7.36 (m, 4H, ArH), 7.41-7.50 (m, 4H, ArH). 13C NMR (75 MHz, CDCl3): delta = 114.5 (dd, J = 24.2, 3.8 Hz, CH), 115.5 (d, J = 21.5 Hz, CH), 115.9 (d, J = 21.4 Hz, CH), 122.8 (t, J = 3.2 Hz, CH), 128.2 (CH), 128.8 (CH), 129.2 (CH), 130.5 (d, J = 3.34 Hz, CH), 130.7 (dd, J = 8.2, 3.3 Hz, CH), 130.9 (d, J = 3.3 Hz, CH), 131.3 (CH), 133.7 (d, J = 1.1 Hz, C), 134.2 (d, J = 4.9 Hz, C), 137.8 (d, J = 1.7 Hz, C), 141.1 (d, J = 8.3 Hz, C), 159.9 (d, JCF = 248.2 Hz, CF), 162.5 (d, JCF = 247.6 Hz, CF), 168.8, (d, JCF = 247.7 Hz, CF). 19F NMR (282 MHz, CDCl3): delta = -114.2.5, -117.3, -117.6 (CF). IR (ATR, cm-1): , 3041 (w), 2953 (w), 2917 (w), 2849 (w), 1907 (w), 1602 (w), 1595 (w), 1524 (w), 1480 (m), 1429 (w), 1387 (w), 1298 (w), 1224 (m), 1163 (m), 1094 (w), 1006 (w), 967 (w), 892 (m), 833 (m), 809 (s), 751 (w), 709 (w), 690 (w), 613 (w), 577 (m), 546 (w). MS (EI, 70 eV); m/z (percent) = 284 (100) [M]+. HRMS (EI) calcd. for C18H11F3 [M]+: 284.08074; found 284.10827.

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, 1435-52-5, other downstream synthetic routes, hurry up and to see.

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

22034-13-5, 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. 22034-13-5, name is 4-Bromobenzo[c][1,2,5]thiadiazole, This compound has unique chemical properties. The synthetic route is as follows.

Step 1, preparation of 3-bromo-1,2-diaminobenzene, of which the equation is represented as follows: Specific preparation is described as follows: dissolving 4-bromo-2,1,3-benzothiadiazole (20 mmol) in ethanol solvent (180 ml), adding sodium borohydride (0.38 mmol) at 0¡ã C., then raising the temperature to room temperature, stirring for 24 hours, distilling organic solvent of reaction product, after adding water (200 ml), washing with saline water, then extracting with diethyl ether, drying with anhydrous sodium sulfate. Product is obtained after solvent is rotary dried. The test result is GC-MS (EI-m/z): 186 (M+).

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; Ocean’s King Lighting Science & Technology Co., Ltd.; Zhou, Mingjie; Huang, Jie; Huang, Jiale; US8822634; (2014); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

33070-32-5, 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. 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, A new synthetic method of this compound is introduced below.

Step 1: Pre [00383] To a stirring solution of tert-butyllithium (1.76 mL, 3.0 mmol, 2.0 equiv, 1.7 M in pentane) at -78 C was added dropwise a solution of 5-bromo-2,2-difluorobenzo-[l ,3]- dioxole (355 mg, 1.5 mmol, 1.0 equiv) in THF (5 mL). After 30 min, ethyl formate (44 mg, 0.5 mmol, 0.33 equiv) in THF (1 mL) was added. The mixture was stirred at -78 C for 1 h and subsequently warmed to room temperature and stirred for an additional 4 h. The reaction mixture was quenched by the addition of a saturated solution of NH4C1 and extracted with EtOAc (3x). The organic layers were combined, dried over a2S04, and concentrated under reduced pressure. Purification of the crude oil by flash chromatography (15% EtOAc/hexanes) provided bis(2,2-difluorobenzo[d][l,3]dioxol-5-yl)methanol as an off-white solid (196 mg, 92%): ‘H NMR (400 MHz, CDC13) delta 7.09 (d, J= 1.61 Hz, 2H), 7.07 (dd, J= 1.74, 8.18 Hz, 2H), 7.02 (d, J= 8.15 Hz, 2H), 5.81 (d, J= 3.03 Hz, 1H), 2.28 (d, J= 3.27 Hz, 1H).

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; ABIDE THERAPEUTICS; THE SCRIPPS RESEARCH INSTITUTE; CISAR, Justin, S.; GRICE, Cheryl, A.; JONES, Todd, K.; WANG, Dong-Hui; WEBER, Olivia; CRAVATT, Benjamin, F.; NIPHAKIS, Micah, J.; COGNETTA, Armand; CHANG, Jae Won; WO2013/142307; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary