Author: Jessica.F

Reference of 171290-52-1, 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. 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Azide 13 (300 mumol), alkyne (750 mumol), CuSO4 (9.6 mg, 60 mumol) and sodium ascorbate (60.0 mg, 300 mumol) were dissolved in 1:1 t-BuOH/H2O (3 mL). The mixture was stirred for 2 h at rt. After the completion of the reaction, the mixture was filtered and washed with H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 * 70 mL). The combined organic extracts were dried over anhyd MgSO4, filtered, and concentrated by rotary evaporation (residue B). The solid A and residue B were combined and purified by column chromatography to afford 8 or 9.

The chemical industry reduces the impact on the environment during synthesis 3,5-Dimethoxyphenylacetylene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Song, Doohee; Park, Yunjeong; Yoon, Jieun; Aman, Waqar; Hah, Jung-Mi; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4855 – 4866;,
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Synthetic Route of 2688-84-8, 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. 2688-84-8 name is 2-Phenoxyaniline, 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.

In a 50L double-layer cryostat equipped with mechanical stirring, 5 kg was added (due to batch reaction,A plurality of reactors are simultaneously carried out, so that the amount of the raw materials is sufficient to meet the requirements of the step. 2-Aminodiphenyl ether prepared in the above step (2), 30 L of acetonitrile, and the temperature in the autoclave is lowered to -10 C.4.80 Kg of N-bromosuccinimide was added in three portions, and the reaction was carried out for 2 hours.The mixture is distilled to recover acetonitrile, and then 15 L of water is added to the concentrate.15 L of dichloromethane, stirred and separated, and the organic phase was distilled to recover dichloromethane.Drying again gave a brown solid of 7.06Kg.The product was identified as 1-amino-5-bromodiphenyl ether by 1H-NMR and 13C-NMR.The yield was 99%, and the purity of the product was 98% by liquid chromatography.

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

Reference:
Patent; Xinxiang Runyu New Materials Technology Co., Ltd.; Geng Weizhi; Zhou Yi; Li Heng; Zhang Yinlong; Ma Chenyang; (18 pag.)CN109942527; (2019); A;,
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Synthetic Route of 202865-80-3, 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. 202865-80-3, name is 4-Bromo-2-fluoro-1-isopropoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Potassium acetate ( 10.52 g, 107.2 mmol) and bis(pinacolato)diboron ( 15g, 58.96 mmol) were added to a solution of intermediate 11 ( 10.52 g, 107.2 mmol) in dioxane ( 125 ml), and the solution was degassed for 30 min. [1, 1 ‘- Bis(diphenylphosphino)ferrocene]dichloro palladium(II).CH2Cl2 (4.4g, 5.36 mmol) was added under nitrogen atmosphere and heated to 80C. After 12h the reaction mixture was filtered through celite and concentrated. The crude product was purified by column chromatography with ethyl acetate: petroleum ether to afford the title compound as a yellow oil ( 13.9g, 99%) which was used without purification in the next step.

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

Reference:
Patent; RHIZEN PHARMACEUTICALS SA; NAGARATHNAM, Dhanapalan; VAKKALANKA, Swaroop Kumar, V.S.; MUTHUPPALANIAPPAN, Meyyappan; VISWANADHA, Srikant; BABU, Govindarajulu; BHAVAR, Prashant, Kashinath; WO2012/151525; (2012); A1;,
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These common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, 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. COA of Formula: C9H13NO

Thiophosgene (46 muL, 0.60 mmol) was added dropwise to a stirred solution of 3- isopropoxy aniline (82 mg, 0.543 mmol) and calcium carbonate (272 mg, 2.72 mmol) in DCM/H2O (1 : 1) (4 mL). This was stirred at room temperature for 1 h. The phases were separated and the organic layer was dried and concentrated in vacuo. The residue was dissolved in DMF (3 mL) and added to a stirred solution of N-[4-(4-acetylpiperazin-l- yl)phenyl]-2-hydrazino-2-oxoacetamide (Intermediate 21, 100 mg, 0.33 mmol) in DMF at 850C. This mixture was stirred at 850C for 1 h then EDAC (105 mg, 0.54 mmol) was added. The mixture was stirred at 1000C for a further 1 h then allowed to cool and treated with H2O (10 mL). The resulting precipitate was filtered and washed sequentially with DMSQ/MeCN/H2O (7:2:1) (5 mL) and ether (5 mL) to give the title compound as a white solid (12 mg, 8%); 1HNMR delta 10.90 (IH, s), 10.82 (s, IH), 7.67 (2H, d), 7.25 (2H, d), 7.10 (IH, d), 6.97 (2H5 d), 6.63 (IH, d), 4.59 (IH, m), 3.58 (4H, br. s), 3.15 (2H, m), 3.09 (2H, m), 2.04 (3H, s), 1.32 (3H, s), 1.30 (3H5 s); MS m/e MH+ 465.

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

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/64189; (2006); A1;,
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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. 31465-36-8, name is 4-(4-Methoxyphenoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 4-(4-Methoxyphenoxy)aniline

EXAMPLE 1 In this experiment, 1,3-bis(4-(4-hydroxyphenoxy)phenyl)urea was synthesized utilizing a three step procedure. In the first step of this procedure ethyl(4-(4-methoxyphenoxy)phenyl)carbamate was synthesized by reacting 4-(4-methoxyphenoxy)aniline in the presence of pyridine and ethyl chloroformate according to the following reaction: In the procedure used 23.7 mmol of starting material, 100 ml of DCM and 46.5 mmol of pyridine were combined in a round bottom flask and cooled to a temperature of 0 C. Then 34.8 mmol of ethyl chloroformate was added drop wise over time and maintained at a temperature of 0 C. Then the reaction product was quenched with hydrochloric acid (HCl), dried, concentrated, washed with hexanes solvent, and dried. In this step of the procedure a yield of about 94 percent was attained. In the second step of the procedure was then carried out according to the following reaction scheme where 1,3-bis(4-(4-Methoxyphenoxy)phenyl)urea was made from ethyl(4-(4-Methoxyphenoxy)phenyl)carbamate and 4-(4-Methoxyphenoxy)aniline in the presence of toluene and trimethyl aluminum: In this step of the procedure 4-(4-methoxyphenoxy)aniline was dissolved in toluene (1:25 in toluene) and cooled to a temperature -5 C. Trimethyl aluminum (AlCH3)3 was then added over time under positive nitrogen (N2) pressure with a significant exotherm being experienced). Ethyl(4-(4methoxyphenoxy)phenyl)carbamate was then added as a solid in small portions and heated to a temperature of 80 C. for 8 hours. It was then cooled and quenched with hydrochloric acid (HCl). This step was conducted using caution because the hydrochloric acid generates a significant exothermic reaction and gas formation. The resulting paste was filtered, rinsed with ether and water and was then dried under vacuum with a yield of 79% being attained. The following reaction was carried out as the third and final step of the synthesis procedure wherein the 1,3-bis(4-(4-hydroxyphenoxy)phenyl)urea (U-2EPO) was made from 1,3-bis(4-(4-methoxyphenoxy)phenyl)carbamate in dichloromethane and tetrabromoborane (BBr3):

The synthetic route of 31465-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ruffer, JR., Ronald Q.; (10 pag.)US2016/89919; (2016); A1;,
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22483-09-6, name is 2,2-Dimethoxyethanamine, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 2,2-Dimethoxyethanamine

Dimethoxybenzaldehyde (12.20 g, 73.42 mmol) was dissolved in benzene (200 mL) and aminoacetaldehyde dimethyl acetal (12.0 mL, 11.7 g, 111 mmol) was added. The mixture was stirred at reflux for 4 h using a Dean-Stark trap. The reaction mixture was then concentrated and dissolved in CHCI3 (250 mL). The solution was washed with water (4 x 150 mL) and brine (150 mL), dried (Na2S04) and concentrated, and the last traces of solvent were removed under vacuum to provide the imine (18.41 g, 99.1%) as a light yellow solid: mp 50-52 C. 1H NMR (300 MHz, CDC13) delta 8.18 (s, 1 H), 7.42 (s, 1 H), 7.15 (d, / = 8.4 Hz, 1 H), 6.86 (d, / = 8.4 Hz, 1 H), 4.65 (t, / = 5.1 Hz, 1 H), 3.92 (s, 3 H), 3.90 (s, 3 H), 3.74 (d, / = 5.1 Hz, 2 H), 3.40 (s, 6 H).

The synthetic route of 22483-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PURDUE RESEARCH FOUNDATION; CUSHMAN, Mark, S.; SONG, Yunlong; WO2011/94416; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 767-91-9, name is 2′-Methoxyphenyl acetylene, 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 767-91-9, Quality Control of 2′-Methoxyphenyl acetylene

General procedure: To a mixture of alpha-azidoamide 16aa (34 mg, 0.20 mmol) and phenylacetylene (9a; 24 L,0.20 mmol) in t-BuOH/H2O (2 mL, 1:1) were added 0.5 M CuSO4 (0.020 mL, 0.010 mmol) and 1.0 M sodium ascorbate (0.020 mL, 0.020 mmol). The reaction mixture was stirred at room temperature for 1 day, and then the resulting reaction mixture was filtered. The separated solid was washed with H2O and hexanes, and triturated with hexane/EtOAc (10:1) to give the 1-morpholino-2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethanone (2aaa; 52 mg, 96%) as a white solid

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; Lee, Doohyun; Kim, Daehun; Lee, Seungyeon; Kim, Taegeum; Kim, Joobin; Kim, Sohee; Liu, Kwang-Hyeon; Lee, Sangkyu; Bae, Jong-Sup; Song, Kyung-Sik; Cho, Chang-Woo; Son, Youn Kyung; Baek, Dong Jae; Lee, Taeho; Molecules; vol. 20; 11; (2015); p. 19984 – 20013;,
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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. 102-52-3, name is 1,1,3,3-Tetramethoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 102-52-3

Example A4: Preparation of the compound of formula 70.67 grams of piperidine are condensed with 1 ,1 ,3,3-tetramethoxypropane in acetic acid, concentrated and treated with 59.72 grams of 2-ethoxyethyl cyanoacetate cyanoacetate in the presence of an organic base and a solvent. The following base/solvent combinations are used: Example Base Solvent Example A4.1 DBU (1 ,8-diazabicyclo[5.4.0]undec-7-ene) dimethylformamide Example A4.2 DBN (1 ,5-diazabicyclo[ 4.3.0]non-5-ene) dimethylacetamide Example A4.3 DBN (1 ,5-diazabicyclo[ 4.3.0]non-5-ene) 1 -methylpyrrolidone Example A4.4 DBN (1 ,5-diazabicyclo[ 4.3.0]non-5-ene) dimethylsulfoxide Example A4.5 DBU (1 ,8-diazabicyclo[5.4.0]undec-7-ene) dimethylformamide Example A4.6 piperidine dimethylacetamide Example A4.7 piperidine 1 -methylpyrrolidone Example A4.8 sodium methylate dimethylsulfoxide The desired product (104) is obtained in yields of 91 % (96.5 grams) as an orange powder. After silica gel column chromatography (eluent: toluene/acetone) the pure product (104) is obtained yielding dark yellow crystals. Melting point: 66-67C.

The synthetic route of 102-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; WINKLER, Barbara; HUeGLIN, Dietmar; EICHIN, Kai; EHRSAM, Larissa; MARAT, Xavier; RICHARD, Herve; KIENZLE, Ilona Marion; SCHROeDER, Ute; BASF (CHINA) COMPANY LIMITED; WO2013/11480; (2013); 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. 1758-46-9, name is 2-Phenoxyethylamine, A new synthetic method of this compound is introduced below., COA of Formula: C8H11NO

EXAMPLE 1 : Preparation of 2-phenoxyethylamine 2-hydroxypropane-1 ,2,3- tricarboxylate (= 2-phenoxyethylamine citrate): compound IV2-Phenoxyethylamine 2-hydroxypropane-1 ,2,3-tricarboxylate (compound IV)is obtained by salification of phenoxyethylamine with citric acid, according to the following reaction: Ethanol Citric acid 15 h room temperature phenoxyethylamineMW = 137 18 MW = 137 18 192 13 C8H11 NO C6H8O7120 g of phenoxyethylamine (RN 1758-46-9 commercially available from the company Aldrich, ref. 40,726-7) are dissolved in 2L of ethanol in a reactor equipped with a mechanical stirrer. 56.04 g of citric acid are then added. A compact precipitate rapidly forms (vigorous stirring required).After stirring for 15 hours, the compact solid is filtered off on a sinter funnel and is then washed with 150 ml of ethanol. The solid obtained is dried in a desiccator under vacuum at 500C. Recovered mass: 145 g. The reaction yield is 82percent.Phenoxyethylamine (starting material) may also be prepared according to one of the processes described in the literature and indicated previously in the description (cf. hereinabove).

The synthetic route of 1758-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; L’OREAL; DALKO, Maria; LEREBOUR, Geraldine; WO2010/4016; (2010); A1;,
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