Ethers-buliding-blocks

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 19056-40-7 as follows. Application In Synthesis of 4-Bromo-3-methoxyaniline

Sodium nitrite (8.54 g, 123.7 mmol) dissolved in water (100 ml) was added to an ice- cold suspension of 4-bromo-3-methoxyaniline (25 g, 123.7 mmol) in concentrated HCl (46 ml, 1514 mmol) and water (100 ml). After stirring for 10 minutes, 2-cyanoacetamide (10.40 g, 123.7 mmol) and sodium acetate trihydrate (84 g, 617 mmol) in water (1.8 L) was added and the reaction was allowed to stir overnight. The resulting solid was collected by filtration, washed with water, dried, giving an orange solid which was refluxed in 1.4 L of ethanol for 30 min. The mixture was cooled to room temperature, the solid was collected by filtration, washed with ethanol (100 ml x 3), and dried to yield the title compound as a yellow solid (34.4 g, 94 percent). 1H NMR: 11.70 (s, 1 H), 7.90 (s, 1 H), 7.50 (m, 2 H), 7.35 (s, 1 H), 7.20 (d, 1 H), 3.90 (s, 3 H); m/z: 296

According to the analysis of related databases, 19056-40-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/136191; (2009); A1;,
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Application of 20469-65-2, These common heterocyclic compound, 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, 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.

To a dichloromethane solution (300 mL) of 1-bromo-3.5-dimethoxaybenzene (8.00 g, 36.9 mmol) in ice bath was added BBr3 (25.00 g, 100 mmol) dropwise. After 2 hours, themixture was allowed to warm to room temperature and stirred over night. Methanol (10 mL) was added dropwise to terminate the reaction. The mixture was poured into water and stirred for 2 hours, then saturated sodium bicarbonate (100 mL) was added and extracted with dichloromethane. The organic layer was washed with saturated sodium bicarbonate, brine, and then dried over Na2SO4 The residue, after concentration, was purified using chromatography(eluent: methoh/DCM: 2/98, v/v). A white solid (1.0 g) was obtained as product. LC-MS and HNMR are nice.

The synthetic route of 20469-65-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELLCEUTIX CORPORATION; FAN, Xiaodong; XU, Yongjiang; LIU, Dahui; COSTANZO, Michael J.; WO2014/93225; (2014); A2;,
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Electric Literature of 101-55-3,Some common heterocyclic compound, 101-55-3, name is 1-Bromo-4-phenoxybenzene, molecular formula is C12H9BrO, 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.

Nanoporous metal gold catalyst (9.8 mg, 0.05 mmol),Ethanol (1.5mL) and 4-bromophenyl phenyl ether(62.27mg, 0.25mmol),Cesium carbonate (364.3 mg, 1.125 mmol) was added to the reaction vessel, and hydrogen (40 bar) was introduced.Heating and stirring, the reaction temperature is controlled at 100 C,The reaction time is controlled at 90h.The reaction solution is extracted with water,Obtained 39.1 mg of biphenyl,The yield was 92%.

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

Reference:
Patent; Dalian University of Technology; Bao Ming; Zhao Yuhui; Feng Xiujuan; Yu Xiaoqiang; Zhang Sheng; (13 pag.)CN109608297; (2019); A;,
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Reference of 7664-66-6, 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. 7664-66-6 name is 4-Isopropoxyaniline, 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.

At room temperature, 400 mul of a 4 M solution of HCl in dioxane are added to a solution of 218 mg (1.00 mmol) of 2,5-dichloro-N-(cyclopropylmethyl)pyrimidine-4-amine and 299 mg (1.98 mmol) of 4-(isopropoxy)aniline in 12 ml of acetonitrile, and the mixture is heated at 85 C. After 16 h, the hot reaction mixture is filtered and the filtrate is allowed to cool with stirring. The product precipitated from the filtrate is filtered off and dried. This gives 130 mg (35%). logP (pH2.3): 2.11

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Isopropoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CropScience AG; US2010/81679; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 31576-51-9, name is 2-(2-Methoxyethoxy)ethanamine, belongs to ethers-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 31576-51-9, Application In Synthesis of 2-(2-Methoxyethoxy)ethanamine

HATU (422 mg, 1.110 mmol) was added to a stirred solution of the product from step (iii) (500 mg, 1.009 mmol), 2-(2-methoxyethoxy)ethanamine (180 mg, 1.514 mmol) and Huenig’s Base (529 muL, 3.03 mmol) in DMF (10 mL) at rt. The mixture was stirred for 3 h then partitioned between EtOAc (100 mL) and aq sat NaHCO3 soln (50 mL). The organic layer was washed with brine (50 mL), dried (MgSO4), filtered and evaporated under reduced pressure. The residue was purified by chromatography on silica gel (40 g column, 20-100% EtOAc/isohexane) to afford the sub-title compound (530 mg) as a foam. 1H NMR (CDCl3) 400 MHz, delta: 8.06 (d, 1H), 7.96-7.93 (m, 2H), 7.80-7.76 (m, 2H), 7.70 (s, 1H), 7.60-7.48 (m, 2H), 7.41 (s, 1H), 7.18 (d, 1H), 6.89 (s, 1H), 6.83-6.76 (m, 2H), 6.42 (dd, 1H), 6.20 (d, 1H), 3.67-3.53 (m, 8H), 3.36 (s, 3H), 3.07 (s, 1H), 1.57 (s, 9H). LCMS m/z 597 (M+H)+ (ES+); 595 (M-H)- (ES-)

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

Reference:
Patent; Topivert Pharma Limited; Respivert Limited; BAKER, Thomas Matthew; FYFE, Matthew Colin Thor; HARBOTTLE, Gareth William; HASIMBEGOVIC, Vedran; MEGHANI, Premji; RIGBY, Aaron; SAMBROOK-SMITH, Colin; THOM, Stephen Malcolm; US2014/296208; (2014); A1;,
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Application of 63057-72-7, The chemical industry reduces the impact on the environment during synthesis 63057-72-7, name is 1-(Benzyloxy)-4-bromo-2-methoxybenzene, I believe this compound will play a more active role in future production and life.

At room temperature, 1-Benzyloxy-4-bromo-2-methoxybenzene 10 (1.70 mmol, 0.50 g) was dissolved in freshly distilled THF (7 mL) in an oven-dried three-neck flask under argon. The temperature was cooled down to -78 oC and n-BuLi (1.6M in hexane, 1.96 mmol, 1.22 mL) was added dropwise. The reaction mixture was stirred for 1 h at this temperature and a solution of 4-benzyloxy-3-methoxybenzaldehyde 9 (1.70 mmol, 0.412 g) in THF (4mL) was added dropwise. The reaction mixture was stirred at -78 oC for 1.5 h, allowed to warm at room temperature and stirred for another 2 h. Water (24 mL) was slowly added to the mixture which was then extracted three times with EtOAc. The organic layers were dried with MgSO4 and concentrated in vacuo. The crude product was dissolved in a minimum of EtOAc and 100 mL of hexanes were added to precipitate the desired product. After 12 h at 0 oC, the precipitate was filtered, lightly washed with cold EtOAc and dried in vacuo, yielding 0.618 g (79 %) of 11 as a white solid. mp = 94-100oC. 1H-NMR (500 MHz, CDCl3): deltaH7.46-7.29 (10H,m), 6.96-6.79 (6H,m), 5.72 (1H, s), 5.13 (4H, s), 3.86 (6H, s). 13C-NMR (125 MHz, CDCl3): deltaC 149.7, 149.5, 147.6, 137.2, 135.4, 128.6, 127.9, 127.3, 119.7, 119.7, 118.9, 113.7, 113.5, 111.0, 110.3, 75.7, 71.0, 56.0. IR (ZnSe): numax 1511, 1251, 1226, 1132, 1019, 1006, 754, 741, 696 cm-1. HRMS (ESI-TOF,m/z): calcd for C29H27O4 (M-H2O+H)+= 439.1904, found 439.1923. This compound has been also previously reported.4

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-(Benzyloxy)-4-bromo-2-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Cardinal, Sebastien; Azelmat, Jabrane; Grenier, Daniel; Voyer, Normand; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 440 – 444;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 75148-49-1,Some common heterocyclic compound, 75148-49-1, name is 3-Bromobenzaldehyde Diethyl Acetal, molecular formula is C11H15BrO2, 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.

Step 2. 3-iodobenzaldehyde diethyl acetal. To a stirred -78 C. solution of 3-bromobenzaldehyde diethyl acetal, prepared as in step 1, (1.0 g, 3.8 mmol) in THF (10 mL) was added n-butyllithium (1.7 mL, 4.25 mmol, 2.5M in hexanes). The cold reaction mixture was stirred 0.5 hours followed by the addition of a THF (5 mL) solution of iodine (1.09 g, 4.25 mmol). The ice bath was removed and the reaction allowed to warm to ambient temperature. Saturated NH4 Cl was added and the mixture diluted with hexanes. The organic layer was washed with brine, dried (MgSO4) and concentrated under reduced pressure to give a residue which was purified by column chromatography on silica gel eluding with 5% ethyl acetate-hexanes to afford 1.0 g of 3-iodobenzaldehyde diethyl acetal.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromobenzaldehyde Diethyl Acetal, its application will become more common.

Reference:
Patent; Abbott Laboratories; US5616596; (1997); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 59557-91-4, name is 4-Bromo-2-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H8BrNO

To a round bottom flask at r.t. containing formic acid (85%, 27 mL, 624.4 mmol) was added acetic anhydride (16 mL, 169.5 mmol) dropwise. The reaction stirred for 45 min. followed by the dropwise addition of a solution of 4-bromo-2- methoxyaniline (9.01 g, 44.6 mmol) in THF (56 mL). The reaction mixture was quenched with ice-water after 23 h and the resulting precipitate was filtered to afford compound 74a (9.20 g, 90%) as a brown solid. 1HNMR (CDCI3, 400 MHz) 8.45 (d, 1H), 8.26 (d, 1H), 7.72 (s, 1H)1 7.11-7.01 (m, 2H), 3.89 (s, 3H); MS (M-NHCOH+1)+ m/z calcd for C7H6BrO+ = 187.0, found m/z = 187.1

The synthetic route of 59557-91-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2009/73777; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 6346-09-4, name is 4,4-Diethoxybutan-1-amine, belongs to ethers-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 6346-09-4, Quality Control of 4,4-Diethoxybutan-1-amine

General procedure: To the cooled solution (5-8) of appropriate sulfonyl chloride (20 mmol) and triethylamine (3.5 ml) in dichloromethane (100 ml) 4,4-diethoxybutane-1-amine (3.4 g, 20 mmol) was added. Reaction mixture was stirred at room temperature for 12 h, washed with saturated NaHCO3 solution in water (100 ml). Organic layer was separated, dried over MgSO4 and evaporated to give target compounds 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:
Article; Gazizov, Almir S.; Smolobochkin, Andrey V.; Anikina, Ekaterina A.; Voronina, Julia K.; Burilov, Alexander R.; Pudovik, Michail A.; Synthetic Communications; vol. 47; 1; (2017); p. 44 – 52;,
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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. 109-85-3, name is 2-Methoxyethylamine, A new synthetic method of this compound is introduced below., Formula: C3H9NO

2-Chloro-5-nitropyridine (4.0 g) was stirred with 2-methoxyethylamine (20 mL) at room temperature for 1 h. The reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate (2 x 50 mL), washed with brine (20 mL), dried over sodium sulphate and evaporated under vacuum. The residue was washed with n-pentane (25 mL) to get N-(2- methoxyethyl)-5-nitropyridin-2-amine (4.8 g, 87 %) as yellow solid.

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; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; WO2013/13815; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem