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. 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

To a 500-mL 3-necked round-bottom flask,was placed a solution of 2-bromo-4-tert-butylaniline (1.38 g,6.05 mmol) in dioxane/water(120 mL) then Pd(OAc)2 (135 mg,0.60 mmol),2-ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.41g,9.15 mmol),PCy3.HBF4 (440 mg,1.19 mmol),and K3P04 (3.81 g,17.97 mmol) were added under nitrogen. The reaction was stirred for 12 h at 110C,quenched by the addition of water,and extracted with EtOAc. The organic extracts were combined and concentrated underreduced pressure. The residue was purified by column chromatography eluting withEtOAc/petroleum ether (1:80) affording 436mg (41%) of the title compound as a colorless oil.Mass Spectrum (LCMS,ESI pos): Calcd. for C12H18N: 176.1 (M+H); Found: 176.1.

The synthetic route of 103273-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; MUNOZ, Benito; BASTOS, Cecilia, M.; PARKS, Daniel; KOMBO, David; (301 pag.)WO2017/62581; (2017); 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. 69038-76-2, name is 4-Bromo-N1-methylbenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H9BrN2

c. 6-bromo-1-methyl-1,4-dihydro-quinoxalin-2,3-dione 360 mg (4.12 mmol) of oxalic acid dichloride are placed in 30 ml of o-dichlorobenzene and comb ined batchwise with 760 mg (3.8 mmol) of 5-bromo-2-methylamino-aniline at 60 C. Then the mixture is stirred for 30 minutes at 60 C. and for 60 minutes at 130 C. After cooling the crystalline product is suction filtered and washed with ether. Yield: 650 mg (67.7% of theory), Rf value: 0.3 (silica gel; methylene chloride/ethanol=19:1).

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 Pharma KG; US6200976; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 615-55-4, name is 3,4-Dibromoaniline, 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 615-55-4, Quality Control of 3,4-Dibromoaniline

Preparation of 6,7-Dibromo-1,4-dihydro-2,3-quinoxalinedione (Method D) 3,4-Dibromo-(trifluoroacetamido)benzene. To 30 mL of trifluoroacetic anhydride (Aldrich used as received) was added 10.0 g (39.8 mmol) of 3,4-dibromoaniline (Lancaster, used as received) in portions at 0 C. with stirring. The resultant mixture was stirred at room temperature for 2.5 h, then poured into ice-H2 O (about 300 mL) with stirring. The solid was collected by vacuum filtration, washed with H2 O (5*20 mL), and dried at 40 C. under 1 mmHg for 16 h to give 13.0 g (94%) of 3,4-dibromo-(trifluoroacetamido)benzene as an off-white powder, which was used for the next reaction without further purification. 1 H NMR (DMSO-d6): 11.474 (s, 1H), 8.098 (s, 1H), 7.935 (d, 1H, J=8.7 Hz), 7.607 (d, 1H, J=8.7 Hz).

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; The State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University; The University of Oregon; The Regents of the University of California; US5514680; (1996); A;,
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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C10H13Br

[0252] A mixture of intermediate 32 (298 mg, 1.0 mmol), 1 -tert-butyl-3 -bromobenzene (256 mg, 1.2 mmol), Pd2(dba)3 (92 mg, 0.1 mmol), Xantphos (180 mg, 0.3 mmol) and cesium carbonate (1.3 g, 4 mmol) was suspended in dioxane (50 mL) and heated at reflux under the argon atmosphere for 20 h. The mixture was filtered and the filtrate concentrated in vacuo. The residue was purified by HPLC to afford the title compound (27 mg of HCl salt, 6percent) as a white solid.[0253] 1H NMR (500 MHz, DMSOd6): delta 1.25 (s, 9H), 2.16 (s, 3H), 2.80 (d, J= 4.6 Hz, 3H), 3.04-3.16 (m, 4H), 3.47-3.49 (m, 2H), 3.65-3.67 (m, 2H), 6.90 (d, J= 8.9 Hz, 2H), 7.26 (d, J = 9.0 Hz, 2H), 7.28-7.35 (m, 2H), 7.45 (t, J= 1.8 Hz, IH), 7.50 (d, J= 7.8 Hz, IH), 7.86 (s, IH), 9.70 (s, IH), 10.37 (s, IH), 11.01 (br s, IH), 12.34 (br s, H). MS (ES+): m/z 431 . (M+H)+.

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 90868-92-1, 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. 90868-92-1, name is (4-Bromophenyl)(cyclopropyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Production Example 29; To a mixture of 1-(4-bromophenyl)-1-cyclopropylmethane amine (1.08 g) and THF (10 mL) were added triethylamine (1 mL) and di-tert-butyl dicarbonate (1.25 mL), and the mixture was stirred at room temperature for 16 hours. The solvent was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain tert-butyl [(4-bromophenyl)(cyclopropyl)methyl]carbamate (1.36 g).

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, (4-Bromophenyl)(cyclopropyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Astellas Pharma Inc.; EP2277858; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 54962-75-3,Some common heterocyclic compound, 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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-Bromo-5-(trifluoromethyl)phenylamine (5 g, Alfa-Aesar) was dissolved in AcOH (140 ml) and Ac2O (5.9 ml, Aldrich) was added. The reaction was stirred at RT overnight. The mixture was added slowly to H2O (~700 ml) forming a white precipitate. The solid was isolated by filtration, washed with H2O and dried under vacuum to yield N-(3- , . bromo-5-1xifluoromethyl-phenyl)-acetamide.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-5-(trifluoromethyl)aniline, its application will become more common.

Reference:
Patent; AMGEN INC.; WO2007/48070; (2007); A2;,
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. 50548-45-3, name is 1-Bromodibenzo[b,d]furan, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

20 g (80 mmol) of dibenzofuran-l-boronic acid, 2.06 g (40.1 mmol) of iodine, 3.13 g (17.8 mmol) of iodic acid, 80 ml of acetic acid, 5 ml of sulphuric acid, 5 ml of water and 2 ml of chloroform are stirred at 65 C. for 3 h. After cooling, the mixture is admixed with water, and the precipitated solids are filtered off with suction and washed three times with water. The residue is recrystallized from toluene and from dichloromethane/heptane. The yield is 25.6 g (68 mmol), corresponding to 85% of theory.

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; Merck Patent GmbH; PARHAM, Amir Hossain; EBERLE, Thomas; JATSCH, Anja; GROSSMANN, Tobias; KROEBER, Jonas Valentin; MONTENEGRO, Elvira; JOOSTEN, Dominik; WERN, Caroline; (238 pag.)US2019/119260; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 54962-75-3, These common heterocyclic compound, 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, 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.

Preparation 30; [229] Preparation of 3-(4-methyl-imidazol- 1 – yl)-5-trifluoromethyl-phenylamine; [230] 3-amino-5-bromo-benzotrifluoride (17.1g,71.24mmol), 4-methylimidazole (17.6g,213.72mmol), potassium carbonate (9.8g, 71.24mmol), cupper (1. Ig, 17.81mmol), and cupper iode (II) (3.4g, 17.81mmol) were added to N,N-dimethylacetamide (100ml) at room temperature, and mixed therewith at 140~150C for 16 hr. After the reaction was completed, the temperature of the reaction vessel was cooled to RT. Then, ethyl acetate (200ml) was added thereto and mixed therewith for 30 min. The reaction mixture was filtered with Celite, and an organic layer of the filtered solution was washed with water, dried with magnesium sulfate, distilled under vacuum, and washed with n- hexane to give the titled compound as pale white solid.[231] 1H-NMR (CDCl3 delta)= 2.28 (s,3H), 4.04 (br,2H), 6.79 (s,lH), 6.83 (s,lH), 6.92(s,lH), 7.00 (s,lH), 7.77 (s.lH)

The synthetic route of 54962-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IL-YANG PHARM. CO., LTD.; WO2007/18325; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1435-53-6, 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 1435-53-6 as follows.

General procedure: 8.3 1,3-Di(2′-methoxyphenyl)-4-fluorobenzene (11c): Starting with 10 (100 mg, 0.39 mmol), Cs2CO3 (253 mg, 0.78 mmol), Pd(PPh3)4 (3 mol%), 2-methoxyphenylboronic acid (94 mg, 78 mmol) and 1,4-dioxane (4 mL), 11c was isolated as a colorless solid (73 mg, 60%). Mp 99-100 C. 1H NMR (300 MHz, CDCl3): delta = 3.75, 3.75 (s, 3H, OCH3), 6.89-6.98 (m, 4H, ArH), 7.04-7.11 (m, 1H, ArH), 7.17-7.25 (m, 3H, ArH), 7.39-7.48 (m, 2H, ArH). 13C NMR (75 MHz, CDCl3): delta = 55.6, 55.7 (OCH3), 111.1 (CH), 111.2 (CH), 114.9 (d, J = 22.5 Hz, CH), 120.5 (CH), 120.9 (CH), 128.7 (2C), 125.7 (d, J = 15.8 Hz, C), 130.1 (d, J = 8.3 Hz, CH), 130.9 (2CH), 131.5 (2CH), 133.0 (d, J = 8.3 Hz, CH), 134.1 (d, J = 3.8 Hz, C), 157.1, 157.6 (C), 159.1 (d, J = 244.0 Hz, CF). 19F NMR (282 MHz, CDCl3): delta = -116.36 (CF). IR (ATR, cm-1): , 2959 (m), 2924 (m), 2852 (m), 2836 (m), 1577 (m), 1494 (s), 1455 (s), 1434 (m), 1390 (m), 1256 (m), 1228 (m), 1109 (m), 1022 (s), 825 (m), 792 (m), 825 (s), 792 (s), 748 (s), 625 (m), 597 (m), 544 (m). GC-MS (EI, 70 eV); m/z (%) = 308 (100) [M]+, 278 (13), 260 (6), 233 (10), 110 (3). HRMS (EI) calcd. for C20H17O2F[M]+: 308.12071; found 308.12018.

According to the analysis of related databases, 1435-53-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sharif, Muhammad; Maalik, Aneela; Reimann, Sebastian; Feist, Holger; Iqbal, Jamshed; Patonay, Tamas; Villinger, Alexander; Langer, Peter; Journal of Fluorine Chemistry; vol. 146; (2013); p. 19 – 36;,
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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

Step 1: 3-(4-Bromo-2-fluoro-benzyl)-7-methoxy Benzo[e][1,3]oxazine-2,4-dione: A solution of 2-hydroxy-4-methoxybenzoic acid (2.04 g, 12.2 mmol) in tetrahydrofuran (20 mL, 0.6 M) was cooled to 0 C. After being treated with diisopropylethylamine (4.4 mL, 25.3 mmol) and ethyl chloroformate (2.4 mL, 25.1 mmol), the mixture was stirred at room temperature for 1 h and subsequently treater with a solution of 2-fluoro-4-bromobenzylamine (2.92 g, 12.1 mmol) and diisopropylethylamine (4.4 mL, 25.3 mmol) in tetrahydrofuran (15 mL). After stirring at room temperature for 22 h, the reaction mixture was diluted ethyl acetate and successively washed with 2 N HCl, saturated aq NaHCO3 and saturated aq NaCl. The organic layer was dried over Na2SO4, filtered and concentrated. The crude solid was purified by recrystallization with heptane and ethyl acetate to give 3-(4-bromo-2-fluoro-benzyl)-7-methoxy benzo[e][1,3]oxazine-2,4-dione (1.68 g, 36%): 1H NMR (DMSO-d6, 300 MHz) delta 7.87 (d, J=8.4 Hz, 1H), 7.53 (dd, J1=10.5 Hz, J2=1.1 Hz, 1H), 7.33-7.34 (m, 2H), 7.03-6.99 (m, 2H), 5.02 (s, 2H), 3.87 (s, 3H).

The synthetic route of 112734-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Institute for Pharmaceutical Discovery LLC; US6420426; (2002); B1;,
Bromide – Wikipedia,
bromide – Wiktionary