Month: June 2021

Synthetic Route of 2062-98-8,Some common heterocyclic compound, 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, molecular formula is C6F12O2, 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.

In the first step, the fluoroalkyl alcohol was prepared from 2-trifluoromethyl-3-oxa-2,4,4,5,5,6,6,6-octafluorohexanoyl fluoride (i.e. HFPO dimer, commercially available from DuPont). In a reaction flask equipped with condenser and temperature probe was charged LiAlH4 (13.5 g, 0.355 moles) and 500 ml ether solvent and the contents cooled to 0 C. (NaBH4 may be employed in place of LiAlH4). HFPO-dimer (149.4 g, 0.45 moles) was added slowly and the reaction flask contents temperature was controlled at <10 C. with external cooling. After the addition was completed, the reaction mixture was stirred for 2-3 hours at 5-10 C. The reaction mixture was slowly transferred into a 400 ml 6 N HCl/500 mL ice water mixture and the ether layer was separated. The bottom layer was extracted with 200 mL ether (twice). The ether layers were combined, dried over magnesium sulfate, and then distilled to give the fluoroalcohol 2-trifluoromethyl-3-oxa-2,4,4,5,5,6,6,6-octafluorohexane-1-ol (HFPO dimer alcohol) as a clear, colorless liquid, Bp. 112-114 C. Yield: 127 grams (89%).1H-NMR (400 MHz, acetone-d6): delta4.30 (m); 19F-NMR (376.89 MHz, acetone-d6): -80.5 to -82.5 (m, 8F), -129.4 (m, 2F), -134.6 (dm, 1F). These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Perfluoro(2-methyl-3-oxahexanoyl) fluoride, its application will become more common. Reference:
Patent; DUPONT PERFORMANCE ELASTOMERS LLC; US2011/257423; (2011); A1;,
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Electric Literature of 150-78-7,Some common heterocyclic compound, 150-78-7, name is 1,4-Dimethoxybenzene, molecular formula is C8H10O2, 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.

Silfen was freshly prepared by thoroughly grindingFe(NO3)3(H2O)9 (2.0 g) and silica gel (4.0 g; 230-400 mesh) in a mortar [2]. A 25 mLround-bottomed flask was charged with 600 mg of silfen, iodine (142 mg; 1.1 mmol),1,4-dimethoxybenzene (138 mg; 1.0 mmol) and CH2Cl2 (2 mL), and the mixture wasstirred at 25 C overnight. The product was isolated by partitioning the reaction mixturebetween ethyl acetate and water, followed by washing the organic layer with 5% aqsodium thiosulfate and water, and drying (Na2SO4). Concentration by rotary evaporationgave an oil which was purified by CombiFlash chromatography (silica gel; 0-30%CH2Cl2 in hexane over 20 min) to afford a colourless oil (161 mg; 61%). 1H-NMR(CDCl3, 500 MHz): 3.74 (s, 3H, OCH3), 3.81 (s, 3H, OCH3), 6.74 (d, 1H, J = 8.8 Hz, H-6), 6.85 (dd, 1H , J = 8.8, 3.1 Hz, H-5), 7.30 (d, 1H, J = 3.1 Hz, H-3). 13C-NMR (CDCl3,125 MHz): 56.0, 57.1, 86.2, 111.7, 114.7, 125.0, 152.7, 154.3.

The synthetic route of 150-78-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kempton, Robert J.; Kidd-Kautz, Taylor A.; Laurenceau, Soizic; Paula, Stefan; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 971 – 975;,
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Adding a certain compound to certain chemical reactions, such as: 458-52-6, name is 2-Fluoro-4-methoxyaniline, 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 458-52-6, category: ethers-buliding-blocks

Step C 2-Fluoro-4-methoxyphenyl isocyanate To a solution of 13.75 g (0.0967 mole) of 2-fluoro-4-methoxyaniline in 120 mL of toluene was slowly added over a period of 30 minutes a solution of 19.13 g (0.0967 mole) of trichloromethyl chloroformate in 30 mL of toluene. During the addition the temperature rose to 35° C. The reaction mixture was stirred without external heating for 30 minutes and then heated at reflux for approximately 17 hours. At the end of this time all of the solvent was removed by distillation, leaving 2-fluoro-4-methoxyphenyl isocyanate as a purple liquid, which was used immediately in Step D.

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-Fluoro-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FMC Corporation; US5262390; (1993); A;,
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These common heterocyclic compound, 645-36-3, name is 2,2-Diethoxyethanamine, 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. Safety of 2,2-Diethoxyethanamine

(1-1) Synthesis of Compound 1 1-naphthaldehyde (Wako Pure Chemical Industries, Ltd.)(1.56 g, 10 mmol) and 2,2-diethoxyethanamine (TOKYO CHEMICAL INDUSTRY CO., LTD.)(1.33 g, 10 mmol) were mixed and stirred at 100C for 20 min. After the mixture was cooled to room temperature, EtOH (20 mL) was used for dilution. NaBH4 (0.38 g, 10 mmol) was added dropwise and the mixture was stirred at room temperature for 16 h. After completion of the reaction, EtOH was distilled away under reduced pressure. Then, a product was extracted with AcOEt. The resulting product was purified by silica gel column chromatography (hexane/AcOEt = 5/1) to yield compound 1 (2.29 g, 8.5 mmol, 85%).

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

Reference:
Patent; National University Corporation Tottori University; Tokyo Women’s Medical University; SHIOTA, Goshi; HOSHIKAWA, Yoshiko; MATSUMOTO, Noriko; MATSUMI, Yoshiaki; MORIMOTO, Minoru; TONOI, Takayuki; SAIMOTO, Hiroyuki; OHASHI, Kazuo; OKANO, Teruo; EP2698365; (2014); A1;,
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Electric Literature of 145903-31-7,Some common heterocyclic compound, 145903-31-7, name is 7-Methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepine, molecular formula is C10H13NOS, 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 S19 (Scheme 6): To a stirred solution of S26 (20 mg, 0.1 mmol) and triethylamine (30 mg, 0.3 mmol) in CH2Cl2 (5 ml) is added 1,4-butyldiacid chloride (8 mg, 0.05 mmol) at 0 C. The resulting mixture is stirred at 0 C. for one hour and at room temperature overnight. The organic phase is washed with saturated sodium bicarbonate and 1N HCl and water. After removal of solvent, product S19 is purified by column chromatography (oil, 19 mg, 80% yield). Similarly S22 is prepared from 2,6 pyridyl dicarboxylic acid dichloride.

The synthetic route of 145903-31-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; US2007/49572; (2007); 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. 592-55-2, name is 1-Bromo-2-ethoxyethane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-ethoxyethane

0.24 g (10 mmol) of sodium hydride and 15 ml of N, N-dimethylformamide were added to a 50 ml round bottom flask at room temperatureStir for 10 minutes then add 2.5 g (10 mmol) of compound 2 and 10 mmol2-bromoethylether and trace detection by TLC to the end of the reaction. The reaction mixture was then poured into 500 ml of ice water and extracted three times with 100 ml of ethyl acetate. The organic phases were combined and the solvent was evaporated to dryness. The resulting residue was subjected to silica gel column chromatography Purification (V dichloromethane: V methanol = 100: 1) gave compound 3 (2.4 g, 76% yield).

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; Guangxi Normal University; Chen Zhenfeng; Liang Hong; Liu Yancheng; Lu Xing; Li Liangping; (13 pag.)CN106632414; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 645-36-3, name is 2,2-Diethoxyethanamine, 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 645-36-3, Application In Synthesis of 2,2-Diethoxyethanamine

A solution of 1-NAPHTHALENYLTHIOISOCYANATE (893 mg, 4.82 MMOL) and 2- AMINOACETALDEHYDE DIETHYL ACETAL (0.70 mL, 4.85 MMOL) IN TOLUENE (10 mL) was stirred at room temperature for 1 h. Aqueous 12 N HCI solution (0.2 mL) was added and the mixture was heated at 110 C for 3 h and then stirred at room temperature for 16 h. The mixture was concentrated under reduced pressure. The residue was triturated with hot EtOAc to give the title compound (608 mg, 56% yield).

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

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2004/50643; (2004); A2;,
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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. 32338-02-6, name is 2-Bromo-4-methoxyaniline, A new synthetic method of this compound is introduced below., Formula: C7H8BrNO

General procedure: A mixture of benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate (247 mg, 1.0 mmol), 2-bromo-4-methoxyaniline (303 mg, 1.5 mmol) and lithium perchlorate (190 mg, 1.7 mmol) were taken in acetonitrile (3.0 mL). The reaction mixture was heated to 90 °C for 18 h. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with water. The organic layer was dried over sodium sulfate and concentrated under reduced pressure, and the product was purified by column chromatography (silica gel, 50percent EtOAc/hexanes) to provide benzyl 4-(((2-bromo-4-methoxyphenyl)amino)methyl)-4-hydroxypiperidine-1-carboxylate, 5c (358 mg, 80percent) as a colourless syrup.

The synthetic route of 32338-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kurissery, A. Tony; Rajkumar, G. Abraham; Arvapalli, Venkata Satyanarayana; Pitchumani, Venkatachalam; Tetrahedron Letters; vol. 58; 37; (2017); p. 3607 – 3611;,
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Synthetic Route of 22236-08-4, The chemical industry reduces the impact on the environment during synthesis 22236-08-4, name is 3-(Difluoromethoxy)aniline, I believe this compound will play a more active role in future production and life.

Method G6: N-(3-(difluoromethoxy)phenyl)-6-nitro-2-(pyrazin-2-yl)quinazolin-4-amine (vi-s):_A mixture of 4-chloro-6-nitro-2-(pyrazin-2-yl)quinazoline (1.00 g, crude, 3.7 mmol, 1.0 eq.), 3-(difluoromethoxy)benzenamine (600 mg, 3.7 mmol, 1.0 eq.) and Et3N (1.00 g, 10 mmol, 3.0 eq) in THF (80 mL) was stirred at 75 C. for 18 h. After cooling, the volatiles were removed in vacuo and the residue was washed with H2O (100 mL×2). The solid was dried in vacuo to afford 1.40 g of N-(3-(difluoromethoxy)phenyl)-6-nitro-2-(pyrazin-2-yl)quinazolin-4-amine as a black solid (90.2% of two steps). LCMS m/z=411.0 (M+1) (Method A) (retention time=1.61 min)

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, 3-(Difluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzuki, Masaki; Kondo, Kazumi; Kurimura, Muneaki; Valluru, Krishna Reddy; Takahashi, Akira; Kuroda, Takeshi; Takahashi, Haruka; Fukushima, Tae; Miyamura, Shin; Ghosh, Indranath; Dogra, Abhishek; Harriman, Geraldine; Elder, Amy; Shimizu, Satoshi; Hodgetts, Kevin J.; Newcom, Jason S.; US2015/307477; (2015); A1;,
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Reference of 1535-75-7, A common heterocyclic compound, 1535-75-7, name is 2-(Trifluoromethoxy)aniline, molecular formula is C7H6F3NO, 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: Acetamides (1a-1x, 1ab, 1ac and 1ba-1bc). To a solution of 2-phenylacetic acid (7.0mmol), 2-(trifluoromethoxy)aniline (7.7mmol) in anhydrous CH2Cl2 (25mL) were added EDCI (1.745g, 9.1mmol) and DMAP (256.6mg, 2.1mmol). The reaction mixture was stirred at room temperature overnight, diluted with HCl (1M) aqueous solution, and extracted with CH2Cl2 (3×25mL). The combined organic phase was washed with saturated NaHCO3 aqueous solution and brine, dried over anhydrous Na2SO4, and concentrated under vacuum. Purification by flash chromatography (Silica gel, petroleum ether: ethyl acetate=50: 1 as eluent) gave the corresponding 2-phenyl-N-[2-(trifluoromethoxy)phenyl]acetamide compound.

The synthetic route of 1535-75-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhao, Xiao-Jing; Zhao, Jie; Sun, Xin; Liu, Ji-Kai; Wu, Bin; Tetrahedron; vol. 73; 25; (2017); p. 3463 – 3477;,
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