Tag: M.W=100-200

Application of 767-91-9, The chemical industry reduces the impact on the environment during synthesis 767-91-9, name is 2′-Methoxyphenyl acetylene, I believe this compound will play a more active role in future production and life.

General procedure: 1a-1e (0.5mmol) and alkynyl reagent 2a-2o (0.60mmol), Pd(OAc)2 (0.025mmol, 0.0056g) and dppf (0.025mmol, 0.0138g), piperazine (1mmol, 0.0861g) in THF (2mL) was added to a 20mL silica tubes. The autoclave was closed, flushed three times with CO, pressurized with 50psi of CO, and heated at 50C for 24h. After the completion of the reaction, the reactor was cooled down to room temperature, the crude products were extracted with ethyl acetate and water, and the organic layer were purified by column chromatography on silica gel using dichloromethane or ethyl acetate/petroleum ether as eluent. All products 3aa-3ea were identified by comparing their spectral data with those of authentic samples.

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, 2′-Methoxyphenyl acetylene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xu, Shan; Sun, Huaming; Zhuang, Mengyuan; Zheng, Shaohua; Jian, Yajun; Zhang, Weiqiang; Gao, Ziwei; Molecular catalysis; vol. 452; (2018); p. 264 – 270;,
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Related Products of 50868-73-0, 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. 50868-73-0 name is 2-Methoxy-6-methylaniline, 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.

b) Preparation of intermediate 4; 3.3 g of intermediate 3 (24.1 mmoles) were dissolved in acetic acid (15 ml). Iodine monochloride (5.87g, 36 mmoles) was added. The mixture was stirred at room temperature for 30 minutes and was evaporated. The residue was suspended in an aqueous solution of Na2CC>3 and was extracted with dichloromethane. After drying the dichloromethane extract on MgSCU, it was evaporated and the residue was purified on a silica gel column using dichloromethane as eluent. Yield : 0.758g (13%) of intermediate 4 (CI-MS : 264 [M+H]+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methoxy-6-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; ARTS, Frank, Xavier, Jozef, Herwig; WO2006/15985; (2006); 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. 1535-73-5, name is 3-Trifluoromethoxyaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Trifluoromethoxyaniline

General procedure: Compounds 2-amino-5-methoxy-4-substitutedbenzonitriles (4a?4d) (10.0mmol) in 10 N hydrochloric acid (30.0mL) were cooled to 0 °C and diazotized with sodium nitrite (0.71g) in water (10.0mL). The diazonium solution was neutralized with excess of sodium acetate trihydrate and stirred for 2 h at 0 °C with the corresponding substituted anilines (10.0 mmol). The solution was kept overnight at 4 °C, filtered, and washed with water. The crude products were then purified by recrystallization with ethyl acetate to obtain intermediate (5a?5z). Compounds (5a?5z) were boiled in 70percent ethanol (25.0 mL) for 1h, and then evaporated under reduced pressure to dryness. Acetic acid (10.0 mL) was added and the solution was refluxed for 2 h, cooled, poured into water (100mL), filtered and dried. The crude products thus obtained were recrystallized from ethanol to give the final compounds 7-alkoxyl-6-methoxy-4-substituted-1,2,3-benzotriazines (6a?6z).

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:
Article; Zhao, Xing-Wang; Liu, Dan; Luan, Sheng-Lin; Hu, Guo-Dong; Lv, Jin-Ling; Jing, Yong-Kui; Zhao, Lin-Xiang; Bioorganic and Medicinal Chemistry; vol. 21; 24; (2013); p. 7807 – 7815;,
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Reference of 1515-81-7, A common heterocyclic compound, 1515-81-7, name is 1-Methoxy-4-(methoxymethyl)benzene, molecular formula is C9H12O2, 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: The reactions were carried out a ~40 mL, Teflon-lined, stainlesssteelautoclave. AcOH (2 mL), TEMPO (0.25 mmol), HNO3 (0.25mmol), the appropriate benzylic methyl ether (0.5 mmol), andNH4OAc (1.5 mmol) were added sequentially to the autoclave.Subsequently, the autoclave was pressurized to 1 MPa with O2,and the reaction mixture was heated with magnetic stirring at50 C for 20 h, then cooled to r.t. The mixture was then dilutedwith Et2O (15 mL) and H2O (5 mL), and adjusted to pH 7-8 with2 M aq NaOH. The two layers were separated, and the aqueouslayer was extracted with Et2O (3 × 15 mL). The organic layerswere combined, dried (Na2SO4), filtered, and concentrated to avolume of approximately 3 mL in a rotary evaporator. GC analysisof the concentrated organic phase, with biphenyl or 1,2,4,5-tetramethylbenzene as internal standard, provided the GC yieldof the product. The crude product in the concentrated organicphase from another parallel experiment was purified bycolumn chromatography [silica gel (200-300 mesh), EtOAc-PE].

The synthetic route of 1515-81-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tian, Xinzhe; Ren, Yun-Lai; Ren, Fangping; Cheng, Xinqiang; Zhao, Shuang; Wang, Jianji; Synlett; vol. 29; 18; (2018); p. 2444 – 2448;,
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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 1579-40-4 as follows. category: ethers-buliding-blocks

Chlorosulfonic acid diluted (14.11g, 121.1mmol) in dichloromethane 30ml, was cooled in an ice water bath to 5 .This solution, di (para-tolyl) ether (10.0g, 50.44mmol) in dichloro-methane and then added dropwise to a solution (20ml), The reaction solution is warmed to room temperature was stirred for 2 hours.Was added dropwise distilled water (10ml) to the reaction solution was distilled off dichloromethane to the evaporator.Dropping the resulting solution into a saturated sodium chloride solution of 500ml, and then recovering the resultant precipitate was separated by filtration, and was dissolved by heating in distilled water 400ml.By cooling in ice water and this solution was filtered recovering the resulting precipitate.The resulting solid was dissolved in 50ml of methanol and adding Amberlite IR120 be small (Aldrich Co.) 20g, were stirred at room temperature for 30 minutes.Next, the reaction solution was filtered, concentrated by drying the obtained filtrate, to give a compound A1-1 (4.7g, 14.23mmol)

According to the analysis of related databases, 1579-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG CHEMICAL CO., LTD; PARK, JONG HO; SAH, KONG CHUN; KIM, SUNG HYUN; BAEK, GYUNG LIM; RYU, CHANG HYUN; (91 pag.)KR2015/128789; (2015); A;,
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Reference of 707-07-3,Some common heterocyclic compound, 707-07-3, name is (Trimethoxymethyl)benzene, molecular formula is C10H14O3, 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: 2-Nitroaniline derivative (1 mmol) was added to a mixture of indium powder (574 mg, 5.0 mmol for 2-nitroaniline, 918 mg 8.0 mmol for 1,2-dinitroarene), and acetic acid (0.572 mL, 10 mmol) in ethyl acetate (2 mL), followed by the addition of trimethyl orthoester (2.0 mmol) in ethyl acetate (3 mL for 2-nitroaniline; 8 mL for 1,2-dinitroarene). The reaction mixture was stirred at reflux under a nitrogen atmosphere. After the reaction was completed, the reaction mixture was diluted with ethyl acetate (30 mL), filtered through Celite, poured into 10% NaHCO3 (30 mL), and then extracted with ethyl acetate (30 mL×3). The combined organic extracts were dried over MgSO4, filtered, and concentrated. The residue was eluted with ethyl acetate/hexane (v/v=10/90) for 2-phenylbenzimidazole derivatives or methanol/dichloromethane (v/v=1/99) for 2-methylbenzimidazole derivatives through a silica gel column to give the corresponding benzimidazoles. The structures of the benzimidazoles were characterized by 1H NMR, 13C NMR, FTIR, and GC-MS, and were mostly known compounds. HRMS data were reported in addition for unknown compounds.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Trimethoxymethyl)benzene, its application will become more common.

Reference:
Article; Kim, Jaeho; Kim, Jihye; Lee, Hyunseung; Lee, Byung Min; Kim, Byeong Hyo; Tetrahedron; vol. 67; 41; (2011); p. 8027 – 8033;,
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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. 707-07-3, name is (Trimethoxymethyl)benzene, A new synthetic method of this compound is introduced below., Computed Properties of C10H14O3

Diol 25 (619 mg, 0.600 mmol) and 10-camphorsulfonic acid (12 mg, 0.05 mmol) were dissolvedin anhydrous CH2Cl2 (8.4 mL) under argon atmosphere, and trimethyl orthobenzoate (0.72 mL,0.76 g, 4.2 mmol) was added with stirring. After 16 h stirring at 20-23 C TLC (toluene-Me2CO7 : 3 v/v) showed incomplete reaction. Anhydrous Py (0.050 mL, 49 mg, 0.62 mmol) was thenadded, the volatiles were distilled off on a rotary evaporator (bath temperature 50 C), and theresidue was co-evaporated with toluene (3 × 10 mL, bath temperature 50 C). The resultingsyrup was dissolved again in anhydrous CH2Cl2 (8.4 mL) under argon atmosphere, and trimethylorthobenzoate (0.72 mL, 0.76 g, 4.2 mmol) and 10-camphorsulfonic acid (12 mg, 0.05 mmol)were added with stirring, and the solution was stirred at 23 C for 1 h (the reaction is completeaccording to TLC). Then Py (0.050 mL, 49 mg, 0.62 mmol) was added, and the volatiles weredistilled off on a rotary evaporator (bath temperature 50 C). The residue was suspended in amixture of AcOH (12 mL) and water (3 ml), heated until all the solids dissolved (~60 C) and themixture was stirred at 20-23 C for 20 h. Then the solution (containing a small amount of anamorphous precipitate) was concentrated under reduced pressure, the residue was co-evaporated with water (15 mL), then with toluene (15 mL), the resulting yellowish syrup was dissolved intoluene (20 mL) and washed with 1 M aq Na2CO3 (10 mL). The aqueous layer was backextractedwith toluene (3 × 5 mL). The combined organic phases were dried (Na2SO4) andconcentrated under reduced pressure. The resulting syrup was purified by columnchromatography on silica gel (gradient 5?33% EtOAc in toluene). The fractions containg themain product were pooled, concentrated under reduced pressure, and the residue (white foam,610 mg) was lyophilized from benzene (10 mL) (Caution Benzene is a proven carcinogen) togive the 3-hydroxy derivative (590 mg, 87%) as a light, very brittle white amorphous 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:
Article; Abronina, Polina I.; Zinin, Alexander I.; Malysheva, Nelly N.; Stepanova, Elena V.; Chizhov, Alexander O.; Torgov, Vladimir I.; Kononov, Leonid O.; Synlett; vol. 28; 13; (2017); p. 1608 – 1613;,
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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. 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, A new synthetic method of this compound is introduced below., Safety of 3,5-Dimethoxyphenylacetylene

To a solution of 1.5 g (9.2 mmol) of 1-ethynyl-3,5-dimethoxybenzene and 2.16 g (9.2 mmol) of 4-iodoanisole in 10.0 mL of pyrrolidine, 64 mg (0.246 mmol) of triphenylphosphine and 27 mg (0.123 mmol) of Pd(OAc)2 were added. The mixture was stirred under an Ar stream and heated at reflux temperature for 1.0 h. The mixture was frozen and poured into 60 mL of saturated ammonium chloride solution and then extracted with 30 mL of CH2Cl2. The organic layer was washed with brine and dried (Na2SO4). After filtration, the residue was purified by flash column chromatography on silica gel, with hexane-EtOAc, 9:1 as the eluent, to give pure (4) in 93% yield.

The synthetic route of 171290-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lara-Ochoa, Francisco; Sandoval-Minero, Leticia C.; Espinosa-Perez, Georgina; Tetrahedron Letters; vol. 56; 44; (2015); p. 5977 – 5979;,
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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 658-89-9 as follows. Product Details of 658-89-9

4-[(Trifluoromethyl)oxy]-1 ,2-benzenediamine (commercially available, 1.03 g, 5.4 mmol) and urea (0.6 g, 10 mmol) in DMF were heated to 150 0C overnight and added to water (100 ml). The light brown solid precipitate was filtered off, washed with water and dried to give the desired product (1.1 g, 94%) which was used without further purification in the preparation of Intermediate 23.

According to the analysis of related databases, 658-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
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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. 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Bromo-2-(2-methoxyethoxy)ethane

According to the literature [39], we followed the N-alkylation reaction to carry out the synthesis of compound 3. A 100mL round bottom flask was charged with intermediate 2 (1mmol), 1-bromo-2-(2-methoxyethoxy)ethane (2.2mmol) and sodium hydroxide (4mmol) in acetonitrile (15mL). The reaction mixture was stirred at 80C overnight. After removing the solvent, the residue was dissolved in dichloromethane. The organic solution was washed with water three times and then dried over anhydrous magnesium sulfate. Purified by column chromatography on silica gel with gradient eluents of petroleum ether and ethyl acetate, the pure target compound 3 was afforded.

According to the analysis of related databases, 54149-17-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Kai; Chen, Si-Hong; Luo, Shi-He; Pang, Chu-Ming; Wu, Xin-Yan; Wang, Zhao-Yang; Dyes and Pigments; vol. 167; (2019); p. 164 – 173;,
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