Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 366-99-4, name is 3-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 366-99-4, COA of Formula: C7H8FNO

General procedure: The procedure was performed adopting literature.46 To a solutionof ArNH2 (3, 5 mmol, dissolved in 10 mL acetic acid), wasadded aquatic solution of NaOCN (7.5 mmol, 7.5 mL). The mixturewas allowed to be stirred at room temperature for 1 h and thenconcentrated under reduced pressure. Afterwards, saturatedK2CO3 solution was added to adjust the pH to 7?8. A large scaleof precipitate was therefore formed, which was then filtered,washed with water for several times and then recrystallized fromMeOH – DCM

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; Zhang, Mao; Liang, Yu-Ru; Li, Huan; Liu, Ming-Ming; Wang, Yang; Bioorganic and Medicinal Chemistry; vol. 25; 24; (2017); p. 6623 – 6634;,
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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. 4003-89-8, name is 7-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine, A new synthetic method of this compound is introduced below., SDS of cas: 4003-89-8

(a) A solution of 1-[1-(p-toluenesulfonyl)indol-4-yloxy]-2,3-epoxypropane (3.9 g) and 2-amino-7-methoxytetralin (2.2 g) in isopropanol (40 ml) is refluxed for 3 hours. The reaction mixture is then evaporated to dryness, the residue is dissolved in ethyl acetate and the obtained solution is washed with water, dried over sodium sulfate and evaporated to dryness. The residue is taken up in ethyl acetate/isopropanol and the obtained solution is made acidic by the addition of HCl/isopropanol. The precipitate which forms is recovered by filtration, and suspended in hot ethanol. The suspension is then cooled and filtered and the solid recovered by filtration is dried yielding 3.1 g of N-(7-methoxy-1,2,3,4-tetrahydronaphth-2-yl)-2-hydroxy-3-[1-(p-toluenesulfonyl)indol-4-yloxy]propanamine hydrochloride; m.p. 228-231 C.

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; Elf Sanofi; US5254595; (1993); A;,
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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 645-36-3 as follows. Recommanded Product: 2,2-Diethoxyethanamine

[00231] To a solution of cyanogen bromide (25 g, 236.03 mmol) in hexane (80 mL) was added a solution of the amino-acetaldehyde diethyl acetal (34.3 mL, 236.03 mmol) in diethyl ether (80 mL) at room temperature. The resulting mixture was stuffed overnight. A white solid was formed and was removed by filtration and washed with diethyl ether. The filtrate was concentrated and purified by flash chromatography on silica gel (eluted with 0/100 to 5/95 methanol/dichloromethane) to afford N- (2,2-diethyloxyethyl)carbodiimide (27 g, 72% yield) as a bright yellow oil. Rt (retention time) = 1.82 mm; MS m/z: 159.20 [M+1].

According to the analysis of related databases, 645-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; CHOI, Hwan, Geun; LIANG, Yanke; GRAY, Nathanael; (135 pag.)WO2016/14542; (2016); A1;,
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Reference of 115144-40-6, 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 115144-40-6 as follows.

1, 2-Difluoro-4-methoxy-benzene (100mg, 0. 69MMOL) and sodium methan- ethiolate (148mg, 2. 08MMOL) were dissolved in N, N-dimethylformamide (2mL) and the reaction mixture stirred at 60C for 18 hours. Additional sodium METHANETHIOLATE (99mg, 139MMOL) was added and the reaction mixture was heated to 100C for 18 hours. The reaction mixture was diluted with water and extracted with ether (x 2). The ether extracts were washed with water (x 2), dried (MGS04) and then concentrated under reduced pressure. The residue was taken up in a pentane: ether 1: 1 solution (2mL) and filtered through a plug of silica in a pipette, and then washed through with a pentane: ether 1: 1 solution (5mL). The solution was concentrated under reduced pressure to yield the title product as a colourless oil, 135mg. H NMR (CDCI3, 300MHZ) 8 : 2.45 (s, 3H), 3.80 (s, 3H), 6.65 (dd, 1H), 6.80 (DD, 1 H), 6.95 (dd, 1 H).

According to the analysis of related databases, 115144-40-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/9964; (2005); A1;,
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Reference of 74654-07-2, The chemical industry reduces the impact on the environment during synthesis 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, I believe this compound will play a more active role in future production and life.

HATU (500 mg, 1.315 mmol) was added to a stirred solution of 3-((4-((tert-butoxycarbonyl)amino)naphthalen-1-yl)oxy)pyridin-2-yl)amino)-5-ethynylbenzoic acid (see Example 52(iii) above; 500 mg, 1.009 mmol), 2-(2-(2-methoxyethoxy)ethoxy)-ethanamine (277 mg, 1.695 mmol) and triethylamine (250 muL, 1.796 mmol) in N,N-dimethylformamide (10 mL). The mixture was stirred at rt for 18 h. The mixture was diluted with EtOAc (50 mL) and washed with water (50 mL), 20% brine (3*50 mL) and saturated brine (50 mL). The organic phase was dried (MgSO4), filtered and concentrated under reduced pressure. The crude product was purified by chromatography on the Companion (40 g column, EtOAc) to afford the sub-title compound (580 mg) as a tan foam. LCMS m/z 641 (M+H)+ (ES+); 639 (M-H)- (ES-)

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-(2-Methoxyethoxy)ethoxy)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Topivert Pharma Limited; Respivert Limited; BAKER, Thomas Matthew; FYFE, Matthew Colin Thor; HARBOTTLE, Gareth William; HASIMBEGOVIC, Vedran; MEGHANI, Premji; RIGBY, Aaron; SAMBROOK-SMITH, Colin; THOM, Stephen Malcolm; US2014/296208; (2014); A1;,
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Electric Literature of 701-56-4, 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. 701-56-4 name is 4-Methoxy-N,N-dimethylaniline, 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.

General procedure: Charged a round bottom flask with N-methylaniline 1 (1.5 mmol), maleimide 2 (1.0 mmol) and K2S2O8 (1.5equiv) in CH3CN (3 mL). The contents were stirred at rt for 6-8 h. After the completion of reaction (as indicated by TLC), it was quenched with water (10 mL) and extracted with ethyl acetate (3 ¡Á 10 mL). The organic phase was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to yield the crude product, which was purified by silica gel column chromatography using a mixture of EtOAc-hexane (2:8) to give the pure product 3 in excellent yields. The structure of the products was confirmed by comparison of mp and 1H, 13C NMR and MS spectral data with those reported in the literature.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Methoxy-N,N-dimethylaniline, and friends who are interested can also refer to it.

Reference:
Article; Yadav, Arvind K.; Yadav, Lal Dhar S.; Tetrahedron Letters; vol. 57; 13; (2016); p. 1489 – 1491;,
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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. 22483-09-6, name is 2,2-Dimethoxyethanamine, A new synthetic method of this compound is introduced below., Quality Control of 2,2-Dimethoxyethanamine

General procedure: Benzaldehyde derivatives (1500 mg, 13.13 mmol) and Aminoacetaldehyde dimethyl acetal (19.70 mmol) were dissolved in 15 mL of methanol, NaBH(OAc)3 (19.70 mmol) was added at 0 C slowly in 3h. The reaction mixture was stirred at room temperature overnight and concentrated under reduced pressure. The residue was extracted with dicloromethane (DCM, 15 mL) three times, and the combined extracts were washed with 2N KOH, brine and dried over Na2SO4. The solution was filtered and added TEA (39.40 mmol) and TsCl (21.00 mmol) at 0C and stirred at room temperature for 5h. The resulting mixture was extracted with DCM (15 mL) three times. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel flash column chromatography (PE : EA = 5:1) to give the desired product.

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

Reference:
Article; Shi, Zeyu; Xiao, Qiong; Yin, Dali; Chinese Chemical Letters; (2019);,
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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 10272-07-8 as follows. Quality Control of 3,5-Dimethoxyaniline

Step 1: 1 -Fluoro-3 ,5-dimethoxybenzene[0360] To a mixture of 3,5-dimethoxybenzenamine (6.12 g, 40.0 mmol) and tetrafluoroboric acid (8% solution, 70 mL) was added dropwise a solution of sodium nitrite (2.84 g, 41.2 mmol) in water (10 mL). After stirring at room temperature for 30 min, the reaction mixture was filtered. The solid was collected and washed with water (2×10 mL) and dried under high vacuum. The resulting red solid was suspended in dry hexane (50 mL) and heated to reflux for 2 hr. The mixture was filtered and the filtrate was concentrated to give the crude product as a yellow oil (3.03 g, Yield: 48.5%). MS (ESI) m/z = 157 [M + H]+.

According to the analysis of related databases, 10272-07-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; GLAXOSMITHKINE LLC; XIA, Yi; ALLEY, Michael, Richard Kevin; ZHOU, Yasheen; SINGH, Rajeshwar; DING, Charles; CAO, Kathy; PLATTNER, Jacob, J.; OU, Ligong; JIA, Guofeng; SARASWAT, Neerja; RAMACHANDRAN, Sreekanth; ZHOU, Ding; WO2011/17125; (2011); A1;,
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Synthetic Route 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.

To a solution of 3,3,3-trifluoropropanoic acid (2.28 g, 17.81 mmol) and N,N-diisopropylethylamine (4.2 g) in N,N-dimethylformamide (25 mL), was added HATU (9.25 g) in portions at 0 C. The mixture was then stirred for 5 min at 0 C, followed by addition of a solution of [4-(trifluoromethoxy)phenyl]methanamine (3.1 g, 16.22 mmol) in N,N- dimethylformamide (25 mL). The reaction was allowed to warm to room temperature and stirred for another 3 h. Water (300 mL) was added, and the mixture was extracted with ethyl acetate (200 mL x 3). The combined organic phase was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column with ethyl acetate/petroleum ether (1/2) as the eluent to afford the desired product (2.4 g, 49% 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:
Patent; INVENTISBIO INC.; DAI, Xing; WANG, Yaolin; (187 pag.)WO2017/139414; (2017); A1;,
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Related Products of 651734-54-2,Some common heterocyclic compound, 651734-54-2, name is 2,6-Difluoro-3,5-dimethoxyaniline, molecular formula is C8H9F2NO2, 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.

a. 4-Chloro-N-(2,6-difluoro-3,5-dimethoxyphenyl)thieno[3,2-d]pyrimidine-7-carboxamide 4-Chlorothieno[3,2-d]pyrimidine-7-carboxylic acid (23 mg, 0.10 mmol) prepared in step g of Example 107, 2,6-difluoro-3,5-dimethoxybenzene amine (19 mg, 0.10 mmol), and HOBT (N-hydroxybenzotriazole, 13.5 mg, 0.10 mmol) were dissolved in acetonitrile (2 mL), and EDCI (57 mg, 0.30 mmol) was added thereto at room temperature. After 15 hrs, water and ethyl acetate were added to the reaction mixture. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with a saline solution, dried over magnesium sulfate, and concentrated under a reduced pressure. The resulting concentrate was purified by silica gel chromatography (DCM:MeOH=20:1) to obtain the title compound. 1H NMR (400 MHz, DMSO-d6) delta 10.69 (s, 1H), 9.39 (s, 1H), 8.88 (s, 1H), 7.02 (s, 1H), 3.84 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Difluoro-3,5-dimethoxyaniline, its application will become more common.

Reference:
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; HANMI PHARM. CO. LTD.; US2012/302567; (2012); A1;,
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