Month: March 2021

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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Some common heterocyclic compound, 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, molecular formula is C9H13NO, 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. Recommanded Product: 41789-95-1

To a solution of 3-methoxy-A/-methylbenzylamine (302 mg, 2 mmol) in CH2CI2 (6 ml) was added NaOH 50% (2 ml) under stirring followed by tetrabutyl ammonium hydrogen sulphate (102 mg, 0.30 mmol). After few minutes, 5-bromothiophene-2- sulfonyl chloride (524 mg, 2 mmol) was added to the reaction mixture. The solution was stirred at rt for 5 h, then water (10 ml) was added to quench the reaction followed by ethyl acetate (10 ml). The aqueous layer was extracted twice with ethyl acetate. The organic layer was dried over MgS04, filtered and concentrated under reduced pressure. The product was purified on silica gel (n-hexane/ethyl acetate 8 : 2) afforded the desired compound as yellowish oil (620 mg, 82%); IR (cm 1) : 3101, 2937, 2835, 1740, 1600, 1345; lH N MR (CD3COCD3) : 2.70 (s, 3H), 3.80 (s, 3H), 4.21 (s, 2H), 6.88 – 6.91 (m, 1 H), 6.92 – 6.95 (m, 2H), 7.28 – 7.31 (m, 1 H), 7.38 (d, J = 4.05 Hz, 1 H), 7.52 (d, J = 4.05 Hz, 1 H); 13C N M R (CD3COCD3) : 35.0, 54.7, 55.5, 114.2, 114.7, 119.7, 121.3, 130.6, 132.5, 133.7, 138.3, 140.0, 161.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41789-95-1, its application will become more common.

Reference:
Patent; UNIVERSITAeT DES SAARLANDES; HARTMANN, Rolf; MARCHAIS-OBERWINKLER, Sandrine; XU, Kuiying; WERTH, Ruth; WO2012/117097; (2012); A1;,
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Reference of 4342-46-5, 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. 4342-46-5, name is 4-Methoxycyclohexanamine, This compound has unique chemical properties. The synthetic route is as follows.

High pressure reactor1200 mL of water was added thereto, stirring was started, 220 g (2 mol) of formamide having a concentration of 40% was added, and after stirring for 10 minutes, 130 g (1 mol) of 1-amino-4-methoxycyclohexane was added, and 7 g of a ruthenium carbon catalyst was further added. Passing CO into the reactor,Pressure in the kettleThe force reaches 0.2MPa, the temperature is raised to 50 C, the temperature is kept for 20h, and the medium-controlled raw material is <2%.After the reaction is completed, the temperature is lowered to 25 to 30 C, dilute hydrochloric acid is added dropwise to the reaction solution, the pH is adjusted to 5 to 6, a solid is precipitated, the product is filtered off, and the filter cake is washed once to obtain cis-8-methoxy-1. 3-Diazaspiro [4,5]-indol-2,4-dione 169g, yield 84.5%; The chemical industry reduces the impact on the environment during synthesis 4-Methoxycyclohexanamine. I believe this compound will play a more active role in future production and life. Reference:
Patent; Henan Longhu Biological Co., Ltd.; Wang Huiqin; Li Shouhu; Guo Shuai; Mao Longfei; (14 pag.)CN107827883; (2018); A;,
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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. 51388-20-6, name is 4-(Benzyloxy)aniline hydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-(Benzyloxy)aniline hydrochloride

To a solution of 6-chloro-5-nitro-nicotinic acid methyl ester (216mg, 1. OMMOL) and 4- benzyloxyaniline hydrochloride (280mg, 1. 2MMOL) in MEOH (LOML) was added PR2NET (0.35mL, 2. 0MMOL). The resulting mixture was stirred at rt overnight, a red solid precipitated from the mixture, which was collected by filtration. MS (ES, Pos. ) : m/z 380 [MH+]. 1H NMR (CDC13, 400 MHz) : 8 = 3.94 (s, 3H), 5.10 (s, 2H), 7.03 (d, J= 8. 8 Hz, 2H), 7.38-7. 46 (M, 5H), 7.50 (d, J= 8. 8 Hz, 2H), 9.01 (d, J= 2.0 Hz, 1H), 9.08 (d, J= 2.0 Hz, 1H), 10.2 (br s, 1H).

The synthetic route of 51388-20-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2005/21544; (2005); A2;,
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Application of 6298-96-0, These common heterocyclic compound, 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, 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.

Synthesis of Compound 117; To a solution of betulinic acid (0.18 g, 0.394 mmol) in dry DMF (2 mL) was added EDCl-HCl (0.113 g, 0.5912 mmol), HOAt (0.054 g, 0.3941 mmol) and iPr2NEt (0.21 mL, 1.182 mmol) at ambient temperatures. After stirring for 10 minutes, commercially available (S)-1-(4-methoxy-phenyl)-ethylamine (0.09 g, 0.59 mmol) was introduced and the resulting mixture was allowed to stir for 18 h at ambient temperatures. After this time the mixture was transferred onto aqueous 1% HCl, the solid collected by filtration, and then purified by medium pressure liquid chromatography (SiO2, 0-50% EtOAc-hexane) to give intermediate amide (168 mg, 72% yield). Analytical data; 1H-NMR (400 MHz, d6-DMSO) delta 7.76 (d, J=7.6 Hz, 1H), 7.20 (d, J=8.7 Hz, 2H), 6.83 (d, J=8.7 Hz, 2H), 4.95-4.85 (m, 1H), 4.64 (d, J=2.3 Hz, 1H), 4.53 (bs, 1H), 4.26 (d, J=5.0 Hz, 1H), 3.72 (s, 3H), 2.90-3.05 (m, 2H), 2.30-2.20 (m, 1H), 1.90-1.00 (m, 25H), 1.00-0.75 (m, 10H), 0.71 (s, 3H), 0.63 (s, 3H), 0.57 (s, 3H); LC-MS (ESI): 590.4917 (M+H)+. To a solution of the aforementioned amide (0.153 g, 0.259 mmol) in dry pyridine (1 mL) was added commercially available 2,2-dimethylsuccinic anhydride (0.166 g, 1.297 mmol) and 4-DMAP (0.032 g, 0.259 mmol). The mixture was then heated at reflux under an inert atmosphere. After heating overnight (18 h) the mixture was diluted with toluene, concentrated under reduced pressure, recovered in CH2Cl2 and washed with 10% HCl. The organic layer was dried (Na2SO4), filtered, and concentrated under reduced pressure. Purification by medium pressure liquid chromatography (SiO2, 0-20% MeOH-CH2Cl2) provided 117 (143 mg, 77% yield). See Table 3 for appropriate analytical data.

The synthetic route of 6298-96-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Myriad Genetics, Incorporated; US2008/207573; (2008); A1;,
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