Tag: M.W=100-200

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. 349-65-5, name is 2-Methoxy-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Product Details of 349-65-5

The 1-(5-bromopyridin-2-yl)-3-(2-methoxy-5-trifluoromethylphenyl)urea can be prepared in the following way: A solution of 11.05 g (57.80 mmol) of 2-methoxy-5-trifluoromethylaniline in 100 ml of anhydrous tetrahydrofuran is added, at 0 C. over 3 minutes, to a solution of 6 g (20.23 mmol) of triphosgene in 500 ml of anhydrous tetrahydrofuran. 16.50 ml (116.80 mmol) of triethylamine are added at 0 C. The reaction is stirred at 0 C. for 10 minutes and then at ambient temperature for 1 h 45 min. A solution of 10 g (57.80 mmol) of 2-amino-5-bromopyridine in 100 ml of anhydrous tetrahydrofuran is then added at ambient temperature. The reaction is stirred at ambient temperature for 20 h. The mixture is filtered over sintered glass and the white solid obtained is washed with tetrahydrofuran and a small amount of ethyl acetate. The filtrate is evaporated to dryness under reduced pressure and a pale yellow solid is obtained. The latter is triturated with ethyl acetate and water and then, after filtration over sintered glass, 12.04 g of 1-(5-bromopyridin-2-yl)-3-(2-methoxy-5-trifluoromethylphenyl)urea are obtained in the form of a white solid. EI: m/z=389 (M+), m/z=191 (C8H8NOF3+), m/z=172 (C5H5N2Br+) base peak.

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; AVENTIS PHARMA S.A.; US2007/259910; (2007); A1;,
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Reference of 1484-26-0, These common heterocyclic compound, 1484-26-0, name is 3-Benzyloxyaniline, 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 stirred solutionof 3-(benzyloxy)aniline 10b (1.0 equiv.) in ethylformate (3 mL),catalytic amount of pTsOH monohydrate was added. The reactionmixture was stirred at rt for 3 days and the resulting mixture wasextracted with ethyl acetate. Organic layers were collected, washedwith water and brine, dried over anhydrous MgSO4 and evaporatedgiving the product 11b as white solid in 80percent yield.xNMR: mixture of two rotamers (approx. 1:1) 1H (600 MHz,CDCl3): d 8.67 (d, J 10.0 Hz, 1H), 8.32 (s, 1H), 7.97e7.67 (m, 22H),5.05 (s, 2H), 5.03 (s, 2H).

Statistics shows that 3-Benzyloxyaniline is playing an increasingly important role. we look forward to future research findings about 1484-26-0.

Reference:
Article; Surmiak, Ewa; Neochoritis, Constantinos G.; Musielak, Bogdan; Twarda-Clapa, Aleksandra; Kurpiewska, Katarzyna; Dubin, Grzegorz; Camacho, Carlos; Holak, Tad A.; Doemling, Alexander; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 384 – 407;,
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Electric Literature of 6738-23-4, These common heterocyclic compound, 6738-23-4, name is 2,4-Dimethylanisole, 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.

Reference Example 32 2-Methoxy-3,5-dimethylbenzaldehyde To a solution of 1-methoxy-2,4-dimethylbenzene (8.00 g, 58.7 mmol) and 1,1-dichloromethyl methyl ether (7.40 g, 64.7 mmol) in methylene chloride (30 mL) was added titanium tetrachloride (20.0 g, 105 mmol) at 0 C. and the mixture was stirred at that temperature for 20 minutes. This reaction mixture was poured into iced water and the organic layer was taken, washed with saturated aqueous sodium hydrogen carbonate solution, dried over MgSO4, and filtered. The filtrate was concentrated under reduced pressure to provide 9.40 g of the title compound. Yield 98%. Oil. 1H-NMR (CDCl3) delta: 2.306 (3H, s), 2.312 (3H, s), 3.85 (3H, s), 7.25-7.27 (1H, m), 7.48 (1H, d, J=1.8 Hz), 10.3 (1H, s).

Statistics shows that 2,4-Dimethylanisole is playing an increasingly important role. we look forward to future research findings about 6738-23-4.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6248766; (2001); B1;,
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Application of 349-65-5, The chemical industry reduces the impact on the environment during synthesis 349-65-5, name is 2-Methoxy-5-(trifluoromethyl)aniline, I believe this compound will play a more active role in future production and life.

5-(Trifluoromethyl)-2-methoxyaniline was treated with CDI, followed by 4-(1-oxoisoindolin-5-yloxy)aniline according to Method C2d to afford the urea. Entry 26: 4-Hydroxyacetophenone was reacted with 4-fluoronitrobenzene according to Method A13, Step 1 to give 4-(4-acetylphenoxy)nitrobenzene.

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-Methoxy-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Riedl, Bernd; Dumas, Jacques; Khire, Uday; Lowinger, Timothy B.; Scott, William J.; Smith, Roger A.; Wood, Jill E.; Monahan, Mary-Katherine; Natero, Reina; Renick, Joel; Sibley, Robert N.; US2001/11135; (2001); A1;; ; Patent; BAYER CORPORATION; US2003/181442; (2003); A1;,
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Synthetic Route of 6851-80-5, The chemical industry reduces the impact on the environment during synthesis 6851-80-5, name is 1-(2-Methoxyphenyl)-N-methylmethanamine, I believe this compound will play a more active role in future production and life.

a N-(2-Methoxybenzyl)–N-(methyl)aminoacetonitrile A mixture of 2.0 g (13.2 mmole) of N-methyl-2methoxybenzylamine, 0.99 g (13.2 mmole) of chloroacetonitrile, and 2.80 g (26.5 mmole) of powdered sodium carbonate was stirred in 30 mL of acetone at room temperature for 4 days. The mixture was concentrated in vacuo and the residue purified by flash chromatography on 130 g of silica gel eluding with 83:17 hexanes: ethyl acetate to give 2.2g (87%) of an oil. 1 H NMR (CDCl3, 400 MHz, ppm): delta 2.43 (s, 3H), 3.48 (s, 2H), 3.62 (s, 2H), 3.83 (s, 3H), 6.88 (d, 1H), 6.93 (t, 1H), 7.2-7.3 (m, 2H).

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-(2-Methoxyphenyl)-N-methylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US5610165; (1997); A;,
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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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., name: (2,4-Dimethoxyphenyl)methanamine

1-(2,4-Dimethoxyphenyl)methanamine (20.3 mL, 135 mmol) was added to asolution of C4 (10.3 g, 90.2 mmol) in methanol (200 mL), and the reaction mixture was stirred for 1 hour at room temperature. It was then cooled to -78 C; lithium borohydride solution (2 M in tetrahydrofuran, 45.1 mL, 90.2 mmol) was added drop-wise, and stirring was continued at -78 C for 2 hours. After slowly warming to room temperature overnight, the reaction mixture was quenched via careful addition of saturated aqueous sodium bicarbonate solution. Ethyl acetate (250 mL) and sufficient water to solubilize the precipitate were added, and the aqueous layer was extracted with ethyl acetate; the combined organic layers were dried over magnesium sulfate, filtered, and concentratedin vacuo. Silica gel chromatography (Gradient: 0% to 5% methanol in dichloromethane)provided the product as a colorless oil (10.4 g). Similar purification of mixed fractionsafforded additional product (3.7 g). Combined yield: 14.1 g, 53.1 mmol, 59%. H NMR(400 MHz, CDCI3) 7.13 (d, J=8.0 Hz, 1H), 6.42-6.47 (m, 2H), 3.99 (ddd, J=11.6, 4.6,1.5 Hz, 1H), 3.82 (5, 3H), 3.80 (5, 3H), 3.76 (5, 2H), 3.36-3.45 (m, 2H), 2.63-2.73 (m,1H), 1.85-1.92 (m, 1H), 1.78-1.85 (m, 1H), 1.38 (dddd, J=13, 12, 11,4.7 Hz, 1H), 1.20 (d, J=6.2 Hz, 3H), 1.10(ddd, J=11, 11, 11 Hz, 1H).

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; PFIZER INC.; BRODNEY, Michael Aaron; CHAPPIE, Thomas Allen; CHEN, Jinshan Michael; COE, Jotham Wadsworth; COFFMAN, Karen Jean; GALATSIS, Paul; GARNSEY, Michelle Renee; HELAL, Christopher John; HENDERSON, Jaclyn Louise; KORMOS, Bethany Lyn; KURUMBAIL, Ravi G.; MARTINEZ-ALSINA, Luis Angel; PETTERSSON, Martin Youngjin; REESE, Matthew Richard; ROSE, Colin Richard; STEPAN, Antonia Friederike; VERHOEST, Patrick Robert; WAGER, Travis T.; WARMUS, Joseph Scott; ZHANG, Yuan; (193 pag.)WO2018/163066; (2018); A1;,
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Related Products of 93919-56-3, These common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, 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: Commercially available amines (20 mmol) were dissolved in dry DMF (40 ml) under nitrogen. To this solution, Et3N (20 mmol) was added and bromoacetyl bromide (20 mmol) via syringe at 0 C under nitrogen. The mixture was stirred at 0 C for 30 min and then at room temperature for another 2 h. Next, solid NaN3 (30 mmol) was added, and the reaction mixture was stirred overnight. The mixture was poured into water (100 ml) and extracted with EtOAc (3 x 100 ml). The combined extracts were washed with water (3 x 50 ml) and brine (50 ml). The organic layer was dried over Na2SO4, filtered, and evaporated under reduced pressure. Silica gel flash chromatography (10 % ethyl acetate in hexane) gave the desired azide product in 70-90 % isolated yield.

Statistics shows that (4-(Trifluoromethoxy)phenyl)methanamine is playing an increasingly important role. we look forward to future research findings about 93919-56-3.

Reference:
Article; Kumbhare, Ravindra M.; Dadmal, Tulshiram L.; Pamanji; Kosurkar, Umesh B.; Velatooru; Appalanaidu; Rao, Y. Khageswara; Rao, J. Venkateswara; Medicinal Chemistry Research; vol. 23; 10; (2014); p. 4404 – 4413;,
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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. 767-91-9, name is 2′-Methoxyphenyl acetylene, A new synthetic method of this compound is introduced below., 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

The synthetic route of 767-91-9 has been constantly updated, and we look forward to future research findings.

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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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. 366-99-4, name is 3-Fluoro-4-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 3-Fluoro-4-methoxyaniline

Under room temperature, will 3-fluoro-4-anisidine (21.0 g, 0 . 15 mol) adding water in (100 ml). To the stirring mixture of lowering the temperature to -5 to 0 °C. To the obtained sequentially adding in a mixture of concentrated hydrochloric acid (45 ml), sodium nitrite solution (70 ml), 2-chloro-3-oxo butyric acid ethyl ester (24.7 g, 0 . 15 mol) of ethanol solution (150 ml) and sodium acetate (36.9 g, 0 . 45 mole) aqueous solution (150 ml). After the completion of the dropping, the obtained mixture of low-temperature stirring 0.5 hours. Furthermore, the obtained mixture to room temperature, stirring for 6 hours, a solid precipitated in the reaction process. After the completion of the reaction, the obtained by filtering the mixture. The filter cake obtained by vacuum drying, the silica gel column chromatography (PE:EA=10:1) product is obtained by purification of 36.5 g (yield: 88.6percent).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 366-99-4.

Reference:
Patent; CSPC Weisheng Pharmaceutical Technology (Shijiahuang) Co., Ltd.; Shi, Ying; Gao, Qingzhi; Mi, Yi; Wang, Xuliang; (129 pag.)CN105384739; (2016); 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. 216067-66-2, name is O-(2,4-Dimethoxybenzyl)hydroxylamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of O-(2,4-Dimethoxybenzyl)hydroxylamine

General procedure: To a solution of 2a (0.200 g, 0.651 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC.HCl, 0.150 g, 0.781 mmol)and 4-dimethylaminopyridine (DMAP, 8 mg, 0.065 mmol) in CH2Cl2(30 mL) was added O-benzylhydroxylamine hydrochloride (0.125 g;0.781 mmol) and N-methylmorpholine (NMM, 0.086 mL, 0.781 mmol),and the mixture was stirred at room temperature (r.t.) for 16 h. Thefinal solution was evaporated, dissolved in EtOAc (25 mL) and washedwith 0.1 M HCl (3 × 25mL), 0.1 M NaOH (2 × 25 mL) and then H2O(1 × 25 mL). The final organic phase was dried over anhydrous Na2SO4,and the solvent evaporated. The crude was recrystallized from Et2O/n-hexane, affording the pure compound as white solid

The synthetic route of 216067-66-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Marques, Sergio M.; Abate, Claudia C.; Chaves, Silvia; Marques, Fernanda; Santos, Isabel; Nuti, Elisa; Rossello, Armando; Santos, M. Amelia; Journal of Inorganic Biochemistry; vol. 127; (2013); p. 188 – 202;,
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