Tag: M.W=100-200

Application of 363-47-3, A common heterocyclic compound, 363-47-3, name is 3,5-Difluoro-4-methoxyaniline, molecular formula is C7H7F2NO, 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.

A solution of 3,5-difluoro-4-methoxyaniline (100 mg, 0.628 mmol) and triethylamine (131 mul, 0.943 mmol) in DCM was coiled and added 2-chloroacetyl chloride (60.0 mul, 0.754 mmol). The reaction mixture was stirred at room temperature for 2 h. Reaction was diluted with DCM, washed with 0.5 M HCl, water, brine, dried over Na2SO4 and evaporated. The crude brown solid, 2-chloro-N-(3,5-difluoro-4-methoxyphenyl)acetamide (120 mg, 0.509 mmol, 81% yield) was used for the next step without purification. 1H-NMR (400 MHz, CDCl3) delta ppm 8.15 (s, 1H), 7.21 (d, 1H, J=8 Hz), 4.18 (s, 1H), 3.97 (s, 3H); ESI-MS: m/z 235.82 (M+H)+.

The synthetic route of 363-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Stingray Therapeutics, Inc.; Vankayalapati, Hariprasad; Sharma, Sunil; Kaadige, Mohan Rao; Weston, Alexis; Thode, Trason; (117 pag.)US2020/39979; (2020); A1;,
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These common heterocyclic compound, 107622-80-0, name is (4-Phenoxyphenyl)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. name: (4-Phenoxyphenyl)methanamine

General procedure: One equivalent of intermediate 14a or 14b was dissolved in THF and 1.5 eq of the proper amine, 1.5 eq of TEA, 1.5 eq of NaI and 0.3 eq of (CH3COO)2Pd were added to this solution. The reaction was conducted under muW, at 100C, for 20min. The resulting mixture was filtered through Celite, dried in vacuo and reconstituted in DCM. The organic phase was washed with water (3×50mL), dried over anhydrous Na2SO4, filtered, concentrated and purified by column chromatography using DCM/MeOH (9:1 v/v) as mobile phase giving derivative 15 in 38% yield and intermediates 16a-i in 55-75% yield.

The synthetic route of (4-Phenoxyphenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Musella, Simona; di Sarno, Veronica; Ciaglia, Tania; Sala, Marina; Spensiero, Antonia; Scala, Maria Carmina; Ostacolo, Carmine; Andrei, Graciela; Balzarini, Jan; Snoeck, Robert; Novellino, Ettore; Campiglia, Pietro; Bertamino, Alessia; Gomez-Monterrey, Isabel M.; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 773 – 781;,
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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. 321-28-8, name is 1-Fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., SDS of cas: 321-28-8

EXAMPLE 1 Preparation of 1-(3-Fluoro-4-Methoxy-Phenyl)-Hexan-1-One; 2-Fluoroanisole (3.15 g, 25.0 mmol) is dissolved in dry dichloromethane (25 mL). While stirring the resulting solution under nitrogen, aluminum chloride is added (3.92 g, 29.4 mmol). This solution is cooled with a cold water bath and hexanoyl chloride (3.87 g, 28.8 mmol) is added drop wise such that the internal temperature is maintained at or below 20 C. Upon complete of addition, the reaction is stirred 30 minutes at room temperature. The dark orange solution is cooled to -10 C. and slowly quenched by the addition of water (25.0 mL) while keeping the internal temperature below 0 C. The mixture is transferred to a separatory funnel, the organic layer (bottom) is collected and the aqueous discarded. The organic solution is then washed with 5N NaOH (12.5 mL) and again with water (12.5 mL). The crude organic is concentrated by vacuum distillation and diluted with heptane to a final volume of about 20 mL. The slurry is heated until all solids are dissolved and allowed to cool to room temperature. The product crystallizes upon cooling. The slurry is further cooled to 0 to 5 C. for one hour and filtered. The wet cake is washed with cold (0 C.) heptane (2×2.5 mL) and the product dried under vacuum.

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huffman, Mark A.; Qin, Xue-Zhi; Rosen, Jonathan D.; US2006/247319; (2006); A1;,
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Electric Literature of 578-57-4,Some common heterocyclic compound, 578-57-4, name is 1-Bromo-2-methoxybenzene, molecular formula is C7H7BrO, 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: To a 10 mL sealed vial was added Cu(OAc)2·H2O (10 mg, 0.05mmol), N-methoxy-1H-pyrrole-2-carboxamide (7 mg, 0.05 mmol), aryl bromide (1.0 mmol), amine (3.0 mmol), K3PO4 (318 mg, 1.5 mmol),PEG-100 (2.0 g) and a magnetic stir bar. The reaction mixture was stirred in an oil bath preheated to 90 C for 12 h. After allowing the mixture to cool to room temperature, the reaction mixture was extracted with ethyl acetate (3 × 25 mL) and water (20 mL). The combined organic phases were washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel to afford the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2-methoxybenzene, its application will become more common.

Reference:
Article; Huang, Manna; Hou, Jianying; Yang, Ruiqiao; Zhang, Liting; Zhu, Xinhai; Wan, Yiqian; Synthesis; vol. 46; 24; (2014); p. 3356 – 3364;,
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Application of 20265-97-8, 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. 20265-97-8, name is 4-Methoxyaniline hydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 4-methyl-4?-hydroxyazobenzene (Azo1). 6,8 g (0.05 mol) as hydrochloride was dissolvedin 100 mL hydrochloric acid (2M). Solution was cooled by ice bath up to0C and solution of 3,3 g (0.05 mol) sodium nitrite in minimal volume of water wasadded slowly. To the cooled solution of phenol 4,4 g (0.05 mol) in water the diazoniumsalt was added under stirring. Yellow azodye precipitate was filtered, washedby cooled water and dried. Substance purification was made by recrystallization fromisopropanol.

The synthetic route of 4-Methoxyaniline hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tarasenko, Vitaliy; Nadtoka, Oksana; Syromyatnikov, Vladimir; Molecular Crystals and Liquid Crystals; vol. 590; 1; (2014); p. 97 – 104;,
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Electric Literature of 126-38-5,Some common heterocyclic compound, 126-38-5, name is 1-Bromo-2,2-dimethoxypropane, molecular formula is C5H11BrO2, 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.

EXAMPLE 10 Synthesis of 8-(4-chloro-3-ethoxycarbonylphenyl)-7,8-dihydro-2-methyl-5-trifluoromethylimidazo[1,2-a]pyrimidin-7-one (The compound No.13) STR14 A mixture of 2-amino-3-(4-chloro-3-ethoxycarbonylphenyl)-3,4-dihydro-6-trifluoromethylpyrimidin-4-one (0.5 g), bromoacetone dimethyl acetal (0.6 g) and DMF (10 ml) was heated for 5 hours at 130 C. with stirring. The solvent was distilled off under reduced pressure. The residue was added with water and extracted with ethyl acetate. The extract layer was washed with water and dried on anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by a preparative thin-layer plate of alumina (developing solvent: ethyl acetate/hexane=3/7) to give the compound of interest (0.11 g). 1 H-NMR (ppm) 1.38(t, J=7 Hz, 3H), 2.22(s, 3H), 4.39(q, J=7 Hz, 2H), 6.62(s, 1H), 7.00(s, 1H), 7.48(dd, J=8, 3 Hz, 1H), 7.64(dd, J=8, 0.5 Hz, 1H), 7.95-7.96(m, 1H) [CDCl3 ].

The synthetic route of 126-38-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nissan Chemical Industries, Ltd.; US6165942; (2000); A;,
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Electric Literature of 16452-01-0, 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. 16452-01-0, name is 3-Methoxy-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the corresponding carboxylic acid (1.0 equiv.), an appropriate amine (2 equiv.), propylphosphonic anhydride (4 equiv.) and N,N- diisopropylethylamine (3.0 equiv.) was stirred in THF or acetonitrile at an elevated temperature for 3 – 16 h. After complete reaction the mixture was purified by silica gel chromatography or by preparative liquid chromatography

The chemical industry reduces the impact on the environment during synthesis 3-Methoxy-4-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; CAZARES-KOeRNER, Armando; HELLEDAY, Thomas; VISNES, Torkild; WALLNER, Olov; KOOLMEISTER, Tobias; (294 pag.)WO2019/166639; (2019); A1;,
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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. 4003-89-8, name is 7-Methoxy-1,2,3,4-tetrahydronaphthalen-2-amine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4003-89-8

(b) An amount of 3.01 g of 2-amino-7-methoxy-1,2,3,4-tetrahydronaphthalene is reacted under stirring at room temperature for 4 days with 2.04 g of styrene. After addition of ethyl acetate, to the reaction mixture there is added a saturated solution of hydrogen chloride in isopropyl alcohol to obtain the 2-[(7-methoxy-1,2,3,4-tetrahydronaphth-2-yl)amino]-1-phenylethanol hydrochloride. Yield: 31% of the theoretical value.

The synthetic route of 4003-89-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanofi; US4707497; (1987); A;,
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4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, 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. category: ethers-buliding-blocks

To a solution of 2, 3-dimethoxybenzylamine (2.2 mL, 15.0 mmol) in 2-butanone (20 mL) was added 1,3-propane sultone (1.97 g, 15.8 mmol). The mixture was stirred at reflux for 2 hours. The reaction mixture was cooled to room temperature. The solid was collected by filtration, washed with acetone (2 x 25 mL) and dried in vacuo. The crude product was suspended in 90% Acetone/MeOH (75 mL). The suspension was stirred at reflux for 30 seconds, the solid was collected by filtration, and dried in vacuo ; affording compound AZ, 1.95 g (45%).

The synthetic route of 4393-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEUROCHEM (INTERNATIONAL) LIMITED; WO2004/113275; (2004); A2;,
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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. 2050-46-6, name is 1,2-Diethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1,2-Diethoxybenzene

G. 2-(3,4-Diethoxybenzoyl)[cis]cyclohexanecarboxylic Acid Prepared from 1,2-diethoxybenzene and cis-hexahydrophthalic anhydride as described for compound A. M.p.: low melting solid. 1 H-NMR(CDCl3): 1.28-2.27(m, 14H, 833 cyclohexane H, 2*C–CH3); 2.66(quintet, J=4.8 Hz, 1H, cyclohexane H); 3.91-3.97(m, 1H, C–CH(C)–C); 4.01-4.25(m, 4H, 2*O–CH2); 6.89(d, J=8.2 Hz, 1H, arom. H); 7.48-7.53 (m, 2H, arom. H)

According to the analysis of related databases, 2050-46-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Byk Gulden Lomberg Chemische Fabrik GmbH; US6103718; (2000); A;,
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