Month: May 2021

Related Products of 887267-47-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 887267-47-2 name is 2-Bromo-5-(trifluoromethoxy)aniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 2-bromo-5-(trifluoromethoxy)aniline (1.00 g, 3.91 mmol, 1.0 eq) in DCM (10 mL) was added TEA (800.0 mg, 7.91 mmol, 1.10 mL, 2.02 eq) and acetyl chloride (620.0 mg, 7.90 mmol, 563.6 muL, 2.02 eq) at 0 C. After 5 h at 0 C, the mixture was warmed to 40 C and stirred for another 7 h under N2. The reaction mixture was poured into H2O (150 mL), and extracted with EtOAc (50 mL*3). The combined organic layers were washed with brine (80 mL), dried over anhydrous Na2SO4, filtered and the filtrate was concentrated in vacuum. The residue was purified by column chromatography (SiO2) to give compound 06-59-1 (900.0 mg, 2.33 mmol, 60% yield). M+H+ = 297.0 (LCMS).1H NMR (CDCl3, 400 MHz): delta 8.41 (br s, 1H), 7.55 (d, J = 8.8 Hz, 1H), 6.88 (dd, J = 1.8, 8.8 Hz, 1H), 2.27 (s, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-5-(trifluoromethoxy)aniline, and friends who are interested can also refer to it.

Reference:
Patent; KYRAS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; (587 pag.)WO2017/96045; (2017); A1;,
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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 17715-70-7 as follows. category: ethers-buliding-blocks

Example 15 Preparation of 4-fluororesorcinol (15) Using general method E, Compound 11 (27.4 g, 157.9 mmol) gives Compound 15 as 20.7 g (100%) of a colorless crystalline solid: m.p. 94-96 C.; 1 H-NMR (d6 -DMSO) 8.39 (br, 1H), 8.00 (br, 1H), 6.89 (dd, 1H), 6.48 (dd, 1H), 6.27 (ddd, 1H). 19 F-NMR (d6 -DMSO) 145.82 (m). Anal calc. for C6 H5 FO2: C, 56.26; H, 3.93. Found: C, 56.23; H, 3.93.

According to the analysis of related databases, 17715-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Molecular Probes, Inc.; US6162931; (2000); A;,
Ether – Wikipedia,
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Electric Literature of 17715-70-7,Some common heterocyclic compound, 17715-70-7, name is 2,4-Dimethoxy-1-fluorobenzene, molecular formula is C8H9FO2, 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 29 6-Fluoro-7-hydroxychroman-4-one A mixture of 1,3-dimethoxybenzene (3.80 mL, 29.0 mmol) and N-fluorodibenzenesulfonamide (4.21 g, 29.21 mmol) was heated at 60 C. overnight. The mixture was cooled and flash chromatographed on silica gel (2*5 inches packed in hexane) with elution proceeding as follows: 3% ethyl acetate/hexane (1000 mL), discarded forerun; 3% ethyl acetate/hexane (1000 mL), 2.69 g of a 2:1 mixture of 2,4-dimethoxyfluorobenzene and starting material which was carried directly into the next step. The product of the above reaction was combined with acetic acid (11 mL) and 48% HBr (11 mL) and refluxed 3 h. The reaction was concentrated and flash chromatographed on silica gel (2*5 inches packed in hexane) with elution proceeding as follows: 10% ethyl acetate/hexane (2000 mL), 0.95 g (43%) of 2,4-dihydroxyfluorobenzene as a waxy white solid which was used without purification. A mixture of 2,4-dihydroxyfluorobenzene (0.15 g, 1.17 mmol), 3-chloropropionic acid (0.13 g, 1.20 mmol) and trifluoromethanesulfonic acid (1 mL) were heated to 80 C. for 3 h. The reaction was poured into water and extracted with ether (3*). The combined organic phase was washed with water and brine, dried over magnesium sulfate, and concentrated to give 2,4-dihydroxy-5-fluoro-beta-chloropropiophenone as a red solid which had: NMR delta 7.37 (d, J=10.8 Hz, 1 H), 6.54 (d, J=7.7 Hz, 1 H), 3.87 (t, J=6.8 Hz, 2 H) 3.33 (t, J=6.8 Hz, 2 H). This product still contained some residual 3-chloropropionic acid but was suitable for use in the next reaction.

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

Reference:
Patent; Pfizer Inc.; US6046213; (2000); A;,
Ether – Wikipedia,
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Electric Literature of 13985-15-4, These common heterocyclic compound, 13985-15-4, name is 2,3,6,7-Tetramethoxy-9,10-dimethylanthracene, 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.

FIG. 17 shows schematically the methods by which the substituted precursor compounds were prepared. The tested products are labelled CMR 1 (R1-R4=-OCH3); CMR 4 (R1-R4=-CO2CH3); and CMR 6 (R1-R4?N-substituted cyclic imido).

Statistics shows that 2,3,6,7-Tetramethoxy-9,10-dimethylanthracene is playing an increasingly important role. we look forward to future research findings about 13985-15-4.

Reference:
Patent; Ke, Chenfeng; Davis, Anthony P.; US2015/147275; (2015); A1;,
Ether – Wikipedia,
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Electric Literature of 15799-79-8, A common heterocyclic compound, 15799-79-8, name is 3-Methoxy-N,N-dimethylaniline, molecular formula is C9H13NO, 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 round-bottom flask was chargedwith N,N-dialkyl aniline dissolved in toluene solution, under N2 condition. TBHP was added drop wise and reaction was stirred for 2 min. Triethylamine was added thereafter, and then the contents of the reaction were stirred for 3 h at 110 C under inert N2 condition. The reaction mixture was washed 2-3 times with H2O and ethyl acetate. The upper organic layer was separated and dried over sodium sulphate and then subjected to rotavapour. The crude mixture was purified by column chromatography on silica gel (60-120).

The synthetic route of 15799-79-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Botla, Vinayak; Barreddi, Chiranjeevi; Daggupati, Ramana V; Malapaka, Chandrasekharam; Journal of Chemical Sciences; vol. 128; 9; (2016); p. 1469 – 1473;,
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Reference of 14093-86-8, 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. 14093-86-8, name is 1-Methoxy-2-methylnaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1 STR1 In a four-necked, round-bottomed flask fitted with a stirrer, a thermometer, a cooler and a dropping funnel, were placed 0.5 g of potassium ferricyanide, 17.2 g of 1-methoxy-2-methylnaphthalene (90% content), 10 ml of water and 100 ml of glacial acetic acid. The mixture was heated with stirring, and dropping of 35% hydrogen peroxide was started when the internal temperature reached 55 C., with the total amount (33 g) being added over a period of one hour. Stirring was further continued for four hours while maintaining the internal temperature within the range of 50 to 60 C. High-performance liquid chromatography (HPLC) was used to confirm the consumption of 1-methoxy-2-methylnaphthalene. At the end of reaction, 200 ml of hot water (about 50 C.) was added and the resulting mixture was extracted twice with 200 ml each isopropylether. To the combined extracts were added 200 ml of n-hexane and 5 g of activated charcoal, the mixture was stirred at 50 C. for 30 minutes, and the insoluble matters and activated charcoal were filtered off. The filtrate was dried over anhydrous magnesium sulfate and concentrated, giving 9.5 g (61.0%) of 2-methyl-1,4-naphthoquinone as yellow crystals. The purity was 98.8% when measured by HPLC (relative peak-area method; UV detection at 254 nm).

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-Methoxy-2-methylnaphthalene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Eisai Chemical Co., Ltd.; US4906411; (1990); A;,
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Some common heterocyclic compound, 93489-14-6, name is (4-Ethoxy-3-methoxyphenyl)methanamine, molecular formula is C10H15NO2, 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. name: (4-Ethoxy-3-methoxyphenyl)methanamine

Ethyl 2- (4 , 5-dibromo-6-oxopyridazin-l (6H) -yl) acetate (500 mg, 1.47 mmol) and 3-ethoxy-4-methoxybenzylamine(960 mg, 4.41 mmol) in 1, 4-dioxane-water (1:1, 5 mL) were stirred with triethylamine (0.615 mL) at 100C for 2.5 hours. After cooling, ethyl acetate was added, and the organic layer was washed with saturated aqueous ammonium chloride and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was removed by distillation. The resulting residue was purified by silica gel chromatography (chloroform/2- propanol = 20/1) to give the desired product (640 mg, 98% yield) .Morphology: pale yellow solid LC/MS: Condition 3, retention time 3.70 min LC/MS (ESI+) :440, 442 [MH-I] + LC/MS(ESI-) :438, 440 [M-I]-

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 93489-14-6, its application will become more common.

Reference:
Patent; NISSAN CHEMICAL INDUSTRIES, LTD.; WO2009/57827; (2009); A1;,
Ether – Wikipedia,
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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 2106-18-5 as follows. Quality Control of 2-(Trifluoromethoxy)fluorobenzene

To a solution of 1-fluoro-2-(trifluoromethoxy)benzene [2106-18-5] (20.0 g, 111 mmol) in dry THF (200 mL), cooled to -78C, was added dropwise n-BuLi (2.5 M solution in n-hexane; 65 mL, 160 mmol) and subsequently TMEDA (60 mL). The reaction mixture was stirred for additional 60 min at -78C, followed by addition of a solution of iodine (30.2 g, 120 mmol) in dry THF (50 mL). The resulting mixture was stirred for 1 h and then quenched by addition of a saturated aqueous NH4CI solution (20 mL). The organic layer was washed with 1 N HCI, water and brine, and dried over MgS04. Volatiles were removed in vacuo to afford the title compound as yellow oil. The product was used in the next reaction step without further purification. MS (LC/MS): 306.0 [M+H]+.

According to the analysis of related databases, 2106-18-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; ALTMANN, Eva; HOMMEL, Ulrich; LORTHIOIS, Edwige Liliane Jeanne; MAIBAUM, Juergen Klaus; OSTERMANN, Nils; QUANCARD, Jean; RANDL, Stefan Andreas; SIMIC, Oliver; VULPETTI, Anna; ROGEL, Olivier; WO2012/93101; (2012); 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. 4457-67-4, name is 1-Bromo-4-methoxybutane, A new synthetic method of this compound is introduced below., Quality Control of 1-Bromo-4-methoxybutane

Step A: N-(1,1-Dimethylethyl)-3,4-dihydro-4-hydroxy-2-(4-methoxybutyl)-2H-thieno[3,2-e]-1,2-thiazine-6-sulfonamide 1,1-dioxide The product from Example 3, Step A (8.75 g, 0.26 mol) was dissolved in DMF (25 mL) and the solution was cooled to -0¡ã C. Sodium hydride (1.56 g of an oil dispersion, 0.03 mol) was added, stirred for 30 min, and then 4-methoxybutyl bromide (8.6 g,0.052 mol) in DMF (15 mL) was added; this mixture was warmed to room temperature and stirred for 15 hr. A saturated aqueous solution of ammonium chloride (20 mL) was added and the mixture was extracted with ethyl acetate (5*50 mL). The combined extracts were washed with brine (10 mL), dried (MgSO4) and evaporated to an oil which was purified by column chromatography (silica, gradient: 50percent to 60percent ethyl acetate/hexane) to give the desired product (9.5 g, 86percent) as a yellow oil.

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; Alcon Laboratories, Inc.; US5378703; (1995); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 127657-97-0 as follows. Formula: C11H16O3

D-tryptophan methyl ester hydrochloride (4.07 g, 16 mmol) and Intermediate 14 (3.75 g, 19 mmol) were combined with stirring in a solution of IPA (80 mL) and water (20 mL). To the resulting mixture was added 2N HCl (2 mL) and the resulting mixture heated at 70 C. for 18 hours. The mixture was neutralized with saturated aqueous NaHCO3, then extracted with methylene chloride (2¡Á400 mL). The combined organic extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by flash column chromatography, eluting with methylene chloride/acetone (98:2), to provide the cis-carboline Intermediate 15 as an orange oil (1.5 g, 27%): TLC Rf (6:1 methylene chloride/ethyl acetate)=0.49; 1H NMR (300 MHz, CDCl3): delta: 8.46 (s, 1H), 7.50.(d, J=0.7 Hz, 1H), 7.47-7.25 (m, 6H), 7.18-7.06 (m, 2H), 4.65 (s, 2H), 4.44-4.39 (m, 2H), 3.88-3.82 (m, 1H), 3.81 (s, 3H), 3.66 (t, J=8.7 Hz, 1H), 3.18-3.11 (m, 1H), 2.88-2.78 (m, 1H), 1.87 (bs, 1H).

According to the analysis of related databases, 127657-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Orme, Mark W.; Schultze, Lisa M.; Sawyer, Jason Scott; Daugan, Alain Claude-Marie; Brown, Raymond; US2003/236263; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem