Month: July 2021

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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Some common heterocyclic compound, 13321-74-9, name is 4-Bromo-2,5-dimethoxytoluene, molecular formula is C9H11BrO2, 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. Recommanded Product: 4-Bromo-2,5-dimethoxytoluene

General procedure: NaOt-Bu (0.240 g, 2.5 mmol), Pd(OAc)2 (0.006 g, 0.025 mmol) and [HPt-Bu3][BF4] (0.010 g, 0.035 mmol) were suspended in toluene (3 ml) in a 5 ml microwave vial. The appropriate 2-chloroaniline (0.50 mmol) and aryl bromide (0.50 mmol) were then added and the vial sealed. The reaction was then heated in the microwave reactor at 160 C for 3 h, allowed to cool, and then quenched by addition of aqueous HCl (2 M, 3 ml). The organic phase was extracted with CH2Cl2 (2×20 ml), dried (MgSO4), then filtered and the solvent removed under reduced pressure. The crude product mixture was then subjected to column chromatography (SiO2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 13321-74-9, its application will become more common.

Reference:
Article; Bedford, Robin B.; Bowen, John G.; Weeks, Amanda L.; Tetrahedron; vol. 69; 22; (2013); p. 4389 – 4394;,
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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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Related Products of 59557-91-4, The chemical industry reduces the impact on the environment during synthesis 59557-91-4, name is 4-Bromo-2-methoxyaniline, I believe this compound will play a more active role in future production and life.

A stirred solution of NaNO2 (5.63 g, 81.7 mmol) in conc. HCl (6.2 ml) was cooled to 10 C. 4-bromo-2-methoxy-phenylamine (15 g, 74 mmol) in HOAc (100 ml) was added at such a rate that the temperature of the r.m. was maintained below 10 C. After addition was completed, the mixture was stirred at r.t. for 30 min. This solution was added dropwise, to a stirring solution of KI (37 g, 223 mmol) in 48% HBr (200 ml) at r.t. This mixture was stirred for 1 h and was then diluted with ice water (1000 ml). The resulting white precipitate was collected by filtration and washed with H2O, yielding a solid (a) and the mother liquor (b).The solid (a) was suspended in a mixture of DCM and a sat. aq. Na2CO3 solution. The resulting slurry was filtered over diatomaceous earth. The organic layer of the filtrate was washed with a diluted NH4OH solution until the disappearance of blue colour. The organic phase was dried (MgSO4), filtered and evaporated to yield a brown solid. The mother liquor (b) was basified by the addition of solid Na2CO3 and was then extracted with DCM. The combined organic extracts were washed with a diluted NH4OH solution until the disappearance of blue colour. The organic phase was dried (MgSO4), filtered and evaporated to give a brown solid.The 2 brown solids were combined, yielding 24.0 g of intermediate 54 (91%).

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, 4-Bromo-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Van Brandt, Sven Franciscus Anna; De Cleyn, Michel Anna Jozef; Gijsen, Henricus Jacobus Maria; Berthelot, Didier Jean-Claude; Surkyn, Michel; US2012/295891; (2012); A1;,
Ether – Wikipedia,
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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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Application of 1462-37-9, These common heterocyclic compound, 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, 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.

Stage 1; – /V-{1-[2-(Benzyloxy)ethyl]piperidin-4-yl}-4-{[(7R)-8-cyclopentyl-7-ethyl-5-methyl-6- oxo-5,6,7,8-tetrahydropteridin-2-yl]amino}-3-methoxybenzamide To a solution of Intermediate C (300mg, 0.59mmol) in DMF (3ml), was added benzyl-2- bromoethylether (0.09ml, 0.59mmol), K2CO3 (163mg, 1.18mmol) and NaI (catalytic amount). The reaction mixture was stirred for 18 hours at 50 °C, cooled to RT and partitioned between EtOAc (10ml) and water (10ml). The aqueous layer was re-extracted with EtOAc (2 x 10ml) and the combined organic layers were washed with water (2 x 10ml), brine (2 x 15mL), dried (MgSO4), and concentrated under reduced pressure. Purification by column chromatography (5 – 10percent MeOH in DCM) afforded the title product (213mg, 56percent). ESMS m/z 642 [M+H]+

Statistics shows that ((2-Bromoethoxy)methyl)benzene is playing an increasingly important role. we look forward to future research findings about 1462-37-9.

Reference:
Patent; CHROMA THERAPEUTICS LTD.; WO2008/50078; (2008); A1;,
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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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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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 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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