Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, 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 138526-69-9, Safety of 1-Bromo-3,4,5-trifluorobenzene

At room temperature, dry diethyl malonate (1140.2 g, 7.12 mol) is initially charged in a 1.6 l apparatus with anchor stirrer, and sodium ethoxide (244.5 g, 3.59 mol) is added as a solid. Owing to the energy of reaction released, the internal temperature increases to about 60 C. After the reaction has ended, the ethanol formed is distilled off under reduced pressure (400 mbar) and simultaneous increase of the temperature from 60 to 80 C. At 80 C., the pressure is gradually reduced to 10 mbar. At atmospheric pressure, the residue is then cooled to 75 C., and CuBr (53.4 g, 0.37 mol) and 3,4,5-trifluorobromobenzene (338.4 g, 1.60 mol) are then added successively over a period of 20 minutes, and the mixture is kept at 75 C. for another 18 hours. After the reaction has ended, the reaction mixture is cooled to 15 C. and, with stirring, added to a mixture, cooled to 10 C., of hydrochloric acid (36% strength, 260.9 g) and water (512.8 g). The reaction mixture obtained is filtered. Following separation of the phases of the filtrate, water (512.8 g) is added to the organic phase, and the pH is adjusted to 3.8 by addition of potassium carbonate (5.9 g, 50% strength solution in water). The phases are separated again, and the organic phase is then freed from volatile components under reduced pressure (0.5 mbar) up to an internal temperature of 127 C. According to quantitative 19F-NMR spectroscopy, 79.6% of the residue (478.4 g) consisted of diethyl 3,4,5-trifluorophenylmalonate. This corresponds to a diethyl 3,4,5-trifluorophenyl-malonate yield of 82.0%.

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-3,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF SE; US2010/56820; (2010); A1;,
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 1435-52-5 as follows. name: 1,4-Dibromo-2-fluorobenzene

To a stirred solution of 1,4-dibromo-2-fluorobenzene (100 g, 395.2 mmol) in ethylene glycol(510 mL), NMP (50 mL) was added at rt under N2 atmosphere. Then tBuOK (155.2 g,1383.0 mmol) was added slowly over 10 mm at 10 C. The reaction mixture was heated at100 C for 12 h. The completion of the reaction was monitored by TLC. The reaction mixture was cooled to rt and diluted with water (200 mL) and stirred for 15 mm at rt. The resulting solid was filtered and washed with ethylene glycol (2 x 30 mL). Water (2200 mL) was added to the filtrate, the solution was cooled to 15 C and stirred for I h. The resulting precipitate was filtered and washed with water (2 x 100 mL), pet ether (2 x 100 mL) and dried. It was further dried with the addition of toluene and its evalportaion (3 x 200 mL). It was then use in the next step without further purification. Yield: 77.5% (90 g, pale brown solid). 1H NMR (400 MHz, CDCI3): 6 7.41 (d, J = 8.4 Hz, I H), 7.06 (d, J = 2.0 Hz, I H), 7.02 (dd, J = 8.4, 2.4 Hz, IH), 4.14 (t, J = 4.4 Hz, 2H), 4.03-4.00 (m, 2H), 2.36 (t, J = 6.4 Hz,IH).

According to the analysis of related databases, 1435-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut, Gajendra; (280 pag.)WO2017/144633; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3638-73-1, These common heterocyclic compound, 3638-73-1, name is 2,5-Dibromoaniline, 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: 1-Hydroxynaphthalene-2-carboxylic acid (5.3 mmol) and the corresponding substituted aniline (5.3 mmol) were suspended in 30 mL of dry chlorobenzene. Phosphorous trichloride (2.65 mmol) was added dropwise, and the reacting mixture was heated in the microwave reactor at maximal allowed power 500 W and 130 C, using infrared flask-surface control of temperature, for 15 min. The solvent was evaporated under reduced pressure, the solid residue washed with 2 M HCl, and the crude product was recrystallized from aqueous ethanol. All the studied compounds are presented in Table 1.

The synthetic route of 3638-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gonec, Tomas; Kos, Jiri; Pesko, Matus; Dohanosova, Jana; Oravec, Michal; Liptaj, Tibor; Kralova, Katarina; Jampilek, Josef; Molecules; vol. 22; 10; (2017);,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 45762-41-2, 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. 45762-41-2, name is 4-Bromo-2-ethylaniline, This compound has unique chemical properties. The synthetic route is as follows.

4-Bromo-2-ethyl-aniline (2ml_, 14 mmol) dissolved in anhydrous pyridine (35 ml) at toom temperature was treated with methylsulfonyl chloride (1.3 ml_, 16.8 mmol). The reaction was stirred at that temperature for 15 hours before it was diluted with EtOAc. The mixture was washed with H2O, brine and dried over MgSO4. The solvent was removed in vacua and the residue was purified with flash chromatography (SiO2, 5-30% EtOAc in hexanes) to afford thedesired product (3.1 g, 81% yield). 1H NMR (300 MHz, CDCI3): 6 1.25 (t, J=7.5 Hz, 3 H), 2.61-2.68 (m, 2 H), 3.02 (s, 3 H), 6.36 (s, 1 H), 7.36-7.39 (m, 3 H).

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-ethylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; WO2006/18725; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1154740-48-3, A common heterocyclic compound, 1154740-48-3, name is 6-Bromo-5-methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine, molecular formula is C9H10BrNO, 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.

b) 6-Bromo-4-(5-difluoromethyl-6-methoxy-pyridin-3-yl)-5-methyl-3,4-dihydro-2H-benzo[1,4]oxazine A solution of 6-bromo-5-methyl-3,4-dihydro-2H-benzo[1,4]oxazine (500 mg, 2.19 mmol), Intermediate IA6 (574 mg, 2.41 mmol), NaOtBu (421 mg, 4.38 mmol), BrettPhos (CAS registry 1070663-78-3) (59 mg, 0.11 mmol) and [BrettPhos]palladacycle (CAS registry 1148148-01-9) (88 mg, 0.11 mmol) in dioxane (11 ml) was stirred at 100 C. for 18 h. Catalyst and ligand were reloaded and stirring was continued at 100 C. for 48 h. The reaction mixture was cooled down to rt, diluted with EtOAc and washed with sat. aq. NaHCO3 soln. The organic layer was dried over MgSO4, concentrated to afford a brown oil. Purification by flash chromatography on silica gel (cyclohexane/EtOAc 100:0 to 80:20) afforded the title compound as a brown oil (150 mg, 18% yield). HPLC RtM1=1.34 min; ESIMS: 385, 387 [(M+H)+].

The synthetic route of 1154740-48-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CARAVATTI, Giorgio; CHAMOIN, Sylvie; FURET, Pascal; HOGENAUER, Klemens; HURTH, Konstanze; KALIS, Christoph; KAMMERTOENS, Karen; LEWIS, Ian; MOEBITZ, Henrik; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; WOLF, Romain; ZECRI, Frederic; US2013/165436; (2013); A1;,
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. 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. Product Details of 1435-51-4

step 1-A solution of 50a, sodium methoxide (1 equivalent) and DMF were stirred overnight under an N2 atmosphere at RT. The volatile solvents were removed in vacuo and the residue partitioned between Et2O and water. The organic phase was washed with 5% NaOH, water and brine, dried (MgSO4), filtered and evaporated to afford 50b.

The synthetic route of 1435-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Saito, Yoshihito David; Smith, Mark; Sweeney, Zachary Kevin; US2007/78128; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 314084-61-2,Some common heterocyclic compound, 314084-61-2, name is 2-Bromo-1,3-diethyl-5-methylbenzene, molecular formula is C11H15Br, 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.

Add 9.8g to a 250mL four-necked flask at room temperature under nitrogen.Potassium hydroxide and 150 mL of 1-methyl-2-pyrrolidone, then add 6.5 g of malononitrile, and heat up to 80-100 C to distill off 40 mL of solution.12.4g of 2,6-diethyl-4-methylbromobenzene was added under normal pressure.Stir and warm the reaction mixture to 125 C.Add 0.14g of cuprous iodide, 0.29g of 3,4,7,8-tetramethyl-1,10-phenanthroline, react at 130 C for 5 hours, cool down, distill off the solvent under reduced pressure, and add 100 g to the residue. Water, adjust the pH to 3-4 with hydrochloric acid to precipitate a solid, filter, solid wash with water to neutral, and dry to obtain 2,6-diethyl-4-methylphenylmalononitrile 10.7 g, yield 92.7% .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1,3-diethyl-5-methylbenzene, its application will become more common.

Reference:
Patent; Zhejiang Zhongshan Chemical Group Co., Ltd.; Wu Tongwen; Yang Zhi; Liu Zhigang; Chen Lu; Lin Bingan; Zhang Lei; (6 pag.)CN109912457; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 21524-34-5,Some common heterocyclic compound, 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, molecular formula is C15H23Br, 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.

Reactor thoroughly dried and purged with nitrogen was 300mL, 2-bromo-1,3,5-triisopropyl benzene 12.0g (42.4mmol), (2- methoxy-5-methylphenylboronic acid) 14.1g (85.0mmol), tripotassium phosphate (K3PO4) 27.0g (127mmol), Tris(dibenzylideneacetone)dipalladium(0) (chloroform adduct), 0.44g (0.42mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl 0.35g (0.85mmol), was charged with toluene 100mL, and the mixture was stirred for 17 hours at 100C. The reaction solution was cooled to room temperature and filtered through celite. When the resultant residue by distilling off the filtrate purified by silica gel column chromatography, the desired product shown by the following formula (11) (hereinafter Compound (11) hereinafter) is 5.61 g (41% yield) obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-1,3,5-triisopropylbenzene, its application will become more common.

Reference:
Patent; MITSUI CHEMICALS INCORPORATED; KONDO, MASATAKA; UEHARA, NAOKI; MICHIGAMI, KENJI; ISHII, SEIICHI; TANAKA, KENICHI; (154 pag.)JP2015/193612; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 4549-33-1, 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. 4549-33-1, name is 1,9-Dibromononane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 10 N, N’-Nonane-1, 9-diyl-bis-quinolinium Dibromide (bQNB).; 1,9-Dibromononane (mmol) was added to a solution (30 mL) of dry quinoline, and the solution heated for 24 hours at 65 C. The resulting precipitate was filtered, and the product washed five times with dry diethyl ether. The resulting purple solid was isolated in a 92% yield. IH NMR (300 MHz, DMSO-D6) 6 9.68 (1H, d, C2-H), 9.34 (1H, d, C3-H), 8.67 (1H, d, C8-H), 8.55 (1H, d, C4-H), 8.27 (2H, m, C5&C7-H), 8.07 (1H, d, C6-H), 5.09 (2H, t, C’1-CH2), 1.95 (2H, m, C’2-CH2), 1.19-1. 45 (5H, m, C’3-5-CH2)

The synthetic route of 1,9-Dibromononane 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

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. 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, A new synthetic method of this compound is introduced below., Product Details of 73918-56-6

A mixture of 4-bromophenethylamine (30 g), phthalic anhydride (22.2 g) and glacial acetic acid (300 ml) is heated under reflux for 18 hours. The mixture is concentrated to dryness at reduced pressure, the residue is triturated and stirred 0.5 hour in ethanol (150 ml); the solid is collected, washed with ethanol and dried under vacuum to yield 4-bromophenethylphthalimide.

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

Reference:
Patent; Ciba-Geigy Corporation; US5034381; (1991); A;,
Bromide – Wikipedia,
bromide – Wiktionary