Tag: M.W=200-300

Related Products of 73918-56-6, A common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, molecular formula is C8H10BrN, 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.

A mixture of 4-bromobenzeneethanamine (1.23 g, 6.17 mmol) and 2,6-lutidine (0.76 mL, 6.5 mmol) in dry CH2CI2 (25 mL) was cooled to 0 C. Trifluoroacetic anhydride (0.87 mL, 6.2 mmol) was added dropwise, and the reaction was then warmed to room temperature and allowed to stir for 16 h. Water (25 mL) was added to the reaction, the phases were separated, and the aqueous layer was extracted with CH2C12 (2 x 25 mL). The combined organic phases were washed successively with 1 M HCl (25 mL) and saturated NaHCO3 (25 mL), and then dried over NA2S04, filtered, and concentrated in vacuo to provide the title compound (1.79 g, 98%). The crude compound was used in subsequent STEPS.’H-NMR (CDC13); 8 7.49-7. 45 (m, 2H), 7.10-7. 06 (m, 2H), 6.27 (br s, 1H), 3.61 (q, J=6. 8 Hz, 2H), 2.86 (T, J=6. 8 Hz, 2H). MS (ESI) (M+H) += 296/298.

The synthetic route of 73918-56-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2004/60882; (2004); A1;,
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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. 69038-76-2, name is 4-Bromo-N1-methylbenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H9BrN2

Step 1: Synthesis of Intermediate 1-27.1 4-bromo-l-n-methylbenzene-l,2-diamine (4.42g, 21.98 mmol), N,N’-carbonyl-di-(l ,2,3-triazole (4.178g, 24.18 mmol), and TEA (9.184 mL, 65.95 mmol) in THF (70mL) are stirred at r.t. for 30min, then heated under reflux overnight. The reaction mixture is concentrated, triturated with water, filtered off and dried. The residue is triturated again with DIPE and filtered off. Yield 88%

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 69038-76-2.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; GRAUERT, Matthias; GRUNDL, Marc; HAEBEL, Peter, Wilhelm; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; BINDER, Florian; VINTONYAK, Viktor; WO2014/140075; (2014); A1;,
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Reference of 1435-51-4, 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. 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To mixture of 1,3-dibromo-5-fluorobenzene (LXXXV) (100 g, 393 mmol) and N’,N’-dimethylethane-1,2-diamine (173 g, 1.97 mol, 214 mL) was added t-BuOK (88 g, 787 mmol) in one portion at 25C under N2. The mixture was stirred at 25C for 30 min, then heated to 110C and stirred for 11.5 h. The mixture was cooled to 25C and concentrated in reduced pressure at 45C. The residue was purified by silica gel chromatography (column height: 250 mm, diameter: 100 mm, 100-200 mesh silica gel, PE/EtOAc = 2: 1, Rf = 0.6) to give N1-(3-bromo-5-fluorophenyl)-N2,N2-dimethylethane-1,2-diamine(LXXXVI) (30 g, 114.9 mmol, 29.2% yield) as a yellow oil. ESIMS found for C10H14BrFN2 m/z 261.1 (M+H).

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-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil, Kumar; WALLACE, David, Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (279 pag.)WO2017/23973; (2017); A1;,
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Related Products of 314084-61-2, 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. 314084-61-2, name is 2-Bromo-1,3-diethyl-5-methylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution at -78C of 25g (110 mmol) of 2,6-diethyl-4-methylbromobenzene (preparation described in WO 2000078712) in 240 ml of tetrahydrofuran is added a -1.6 M solution of butyllithium in hexanes (75 ml, 120 mmol) dropwise over 10 minutes. The mixture is stirred for 10 minutes at -78cC, then trimethylborate (24.6 ml, 22.9g; 220 mmol) is added at once and stirring is continued at -780C for 30 minutes. The cooling bath is removed and the solution is allowed to warm up to room temperature over 1 hour and quenched with 2N aqueous hydrochloric acid (140 ml).The organic layer is separated, and the aqueous phase is extracted three times with diethyl ether : hexane 1 :1. The organic extracts are combined, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated in vacuo. The oily residue is taken up in hexane under stirring, and the white solid is collected by filtration to give 2,6-diethyl-4-methylphenylboronic acid. The filtrate is concentrated and purified by column chromatography on silica gel give a further quantity of desired product. A combined yield of 16.6g (78%) of 2,6-diethyl-4-methylphenylboronic acid is obtained.

The synthetic route of 2-Bromo-1,3-diethyl-5-methylbenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2008/110307; (2008); A1;,
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Synthetic Route of 50548-45-3, The chemical industry reduces the impact on the environment during synthesis 50548-45-3, name is 1-Bromodibenzo[b,d]furan, I believe this compound will play a more active role in future production and life.

Under an argon atmosphere, 1.00 g of Compound B, 2.81of 1 -bromodibenzothran, 0.27 g of bis(dibenzylideneac5 etone)palladium(0), 0.088 g of tri-tert-butylphosphine and3.98 g of sodium tert-butoxide were added to a 500 ml, three necked flask, followed by heating and refluxing in 200 ml oftoluene solvent for about 7 hours. After air cooling the resulting reactant, water was added to the reactant, an organic layer was separated therefrom, and solvents were distilled. The crude product thus obtained was separated using silica gel column chromatography (using toluene/hexane) to produce 1.90 g of Compound C as a white solid(Yield 70%). The molecular weight of Compound C thusobtained was measured using FAB-MS, and a value of 525 (C38H23N02) was obtained. In addition, the glass transition temperature of Compound C was measured using a differential scaiming calorimetry (DSC 7020 of Hitachi HightechCo.) and a value of 120 C. was obtained.

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-Bromodibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samsung Display Co., Ltd.; Miyake, Hideo; Takada, Ichinori; Nakano, Hiromi; (31 pag.)US10347844; (2019); B2;,
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Electric Literature of 167355-41-1, The chemical industry reduces the impact on the environment during synthesis 167355-41-1, name is 6-Bromo-1,2,3,4-tetrahydronaphthalen-2-amine, I believe this compound will play a more active role in future production and life.

Di-tert-butyldicarbonate (575.7 mg, 2.64 mmol) in methylene chloride (5.0 mL) is added in one portion to a solution of methylene chloride (7.0 mL) at room temperature that contains (rac)- 6-Bromo-l,2,3,4-tetrahydronaphthalen-2-ylamine (591.6 mg, 2.62 mmol) and triethylamine (1.1 mL, 7.89 mmol). After stirring at room temperature for 19 h in air, the resulting amber solution is diluted with methylene chloride (25 mL), washed with a saturated aqueous solution of sodium chloride (2 x 50 mL), dried over magnesium sulfate, and evaporated to dryness under reduced pressure to give the title compound as a pale yellow solid. The purity of isolated 29 was >95%, as determined by 1H NMR spectroscopy, and was used without further purification, mp 107-108 EPO C. 1H NMR (CDCl3): delta 1.45 (s, 9H, C(CH3)3), 1.70 (m, IH, H-3), 2.04 (m, IH, H-3), 2.55 (dd, J= 16.5 Hz, 8.5 Hz, IH, H-I), 2.84 (pseudo t, J= 6.5 Hz, 2H, H-4), 3.05 (dd, J= 16.5 Hz, 5.0 Hz, IH, H-I), 3.94 (br, IH, H-2), 4.58 (br, IH, NH), 6.91 (d, J= 8.0 Hz, IH, H-8), 7.22 (m, 2H, overlapping H-5 and H-7). 13C NMR (CDCl3): 527.1 (CH2, C-4), 28.4 (C(CH3)3), 28.7 (CH2, C- 3), 35.6 (CH2, C-I), 46.0 (CH, C-2), 79.4 (C(CHa)3), H9.6 (C-Br, C-6), 128.9 (CH, C-7), 131.0 (CH, C-8), 131.5 (CH, C-5), 133.3 (C-8a), 137.8 (C-4a), 155.3 (NHCO2). LCMS mk calcd for C15H20BrNO2 ([M]+) 325; found 311 ([M – C4H7 + CH3CN]+, 22%), 270 ([M – C4H7]+, 81%), 267 ([M – C5H7O2 + CH3CN]+, 43%), 226 ([M – C5H7Oa]+, 100%), 209 ([M – C5H10NO2]4″, 94%).

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-1,2,3,4-tetrahydronaphthalen-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WO2006/89054; (2006); A1;,
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Reference of 402-43-7, The chemical industry reduces the impact on the environment during synthesis 402-43-7, name is 1-Bromo-4-(trifluoromethyl)benzene, I believe this compound will play a more active role in future production and life.

General procedure: Aniline ligand (10.0mmol) and palladium dichloride (0.886g, 5.0mmol) were dissolved in 15mL of DMAc at room temperature. After the mixture was stirred for 0.5hat 80C, the methanol (50mL) was added and the precipitation was formed. The precipitate of palladium complexes was then dissolved in 5mL dichloromethane, then 20mL hexane was added. After crystallized from the mixture of ethanol and dichloromethylene, the palladium complex was obtained as light yellow crystals.

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-Bromo-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; He, Xiao-Xi; Li, Yan-Fang; Huang, Ju; Shen, Dong-Sheng; Liu, Feng-Shou; Journal of Organometallic Chemistry; vol. 803; (2016); p. 58 – 66;,
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Application 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.

To a stirred solution of 1,4-dibromo-2-fluorobenzene (Combi-Blocks, 1000 g, 3938 mmol) in ethylene glycol (5100 mL), NMP (500 mL) was added at rt under nitrogen atmosphere. Then potassium tert-butoxide (1547 g, 1378 mmol) was added in portion over 45 min at 5 C and the resulting mixture was heated to 90 C for 16 h. Completion of the reaction was monitored by HPLC. The reaction mixture was cooled to rt and diluted with water (2000 mL) and stirred for 15 min at rt. The resultant solid was filtered and washed with ethylene glycol (300 mL x 2). To the filtrate, water (16000 mL) was added. The mixture was cooled to 10 C and stirred 1 h at the same temperature to get solid. The solid was filtered and washed with water (1000 mL x 2), pet ether (3 X 1000 mL) and dried. This solid was mixed with toluene and toluene was evaporated. This process was repeated 3 times (3 X 500 mL) to give the title compound. Yield: 78% (910 g, White solid). 1H NMR (400 MHz, CDCl3): delta 7.41 (d, J = 8.0 Hz, 1H), 7.06-7.00 (m, 2H), 4.14 (t, J = 4.0 Hz, 2H), 4.01 (q, J = 3.6 Hz, 2H). LCMS: (Method A) 296.0 (M+H), Rt. 3.97 min, 98.16% (Max). HPLC: (Method A) Rt. 3.67 min, 99.53% (Max), 99.38% (220nm).

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

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; KOEK, Johannes Nicolaas; (64 pag.)WO2017/144635; (2017); A1;,
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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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 138526-69-9

General procedure: 2-Amino-4-dimethylamino-6-phenyl-1,3,5-triazine (0.1076 g, 0.50 mmol) was added to the reaction vessel,P-methoxyiodobenzene (0.1170 g, 0.50 mmol), cuprous iodide (0.0285 g, 0.15 mmol), potassium carbonate(0.1380 g, 1.00 mmol), N, N’-dimethylethylenediamine (DMEDA, 0.0396 g, 0.45 mmol)Acetonitrile (3 mL) was added and the mixture was refluxed for 10 hours. After completion of the reaction, 4 mL of ammonia water was added and the mixture was stirred for 5 minutesSaturated aqueous NaCl (20 mL) was added and extracted with ethyl acetate (20 mL x 3). The organic layers were combined, concentrated,(Eluent: petroleum ether: ethyl acetate = 5: 1, v: v) and an Rf value of 0.4-0.45 (TLCThe eluent was separated and the solvent was removed by distillation under reduced pressure, and dried to obtain 0.1222 g of the aimed compound (IIII-1)Yield 76.0% The same operation as in Example 10 was repeated except that p-iodoanisole was replacedTrifluorobromobenzene (0.1057 g, 0.50 mmol),To give the title compound (IIII-17) (0.1218 g, yield 70.6%).

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:
Patent; Zhejiang University of Technology; CUI, DONG MEI; LI, JIN JING; WU, KONG; ZHANG, CHEN; (15 pag.)CN105837525; (2016); A;,
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Adding a certain compound to certain chemical reactions, such as: 67344-77-8, name is 1-(3-Bromophenyl)-N-methylmethanamine, 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 67344-77-8, name: 1-(3-Bromophenyl)-N-methylmethanamine

Step 1: tert-Butyl 3-bromobenzyl(methyl)carbamate[00171] BOC20 (1.309 g, 1.378 mL, 5.998 mmol) was added to a stirred solution of l-(3- bromophenyl)-N-methyl-methanamine (1 g, 4.998 mmol) and Ets (606.9 mg, 836.0 mu^, 5.998 mmol) in DCM (20 mL) at ambient temperature and the reaction stirred for 16 hours. The reaction mixture was washed with 0.5M HC1 (x 1), water (x 2) and brine (x 1). The combined organic extractcs were dried (MgS04), filtered and concentrated in vacuo. The residue was purified by column chromatography (ISCO Companion.(TM)., 40 g column, eluting with 0 to 50percent EtO Ac/Petroleum Ether) to give the sub-title product as a colourless oil (1.44 g, 96percent Yield). XH NMR (400.0 MHz, DMSO) d 1.38 – 1.43 (2 x br s, 9H), 2.77 (s, 3H), 4.37 (s, 2H), 7.23 (d, 1H), 7.33 (t, 1H), 7.41 (s, 1H) and 7.48 (d, 1H) ppm; MS (ES+) 302.1.

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; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; DURRANT, Steven, John; KNEGTEL, Ronald, Marcellus Alphonsus; PINDER, Joanne; YOUNG, Stephen, Clinton; REAPER, Philip, Michael; WO2011/143399; (2011); A1;,
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