Tag: M.W=300-400

Some common heterocyclic compound, 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, molecular formula is C10H8Br2O4, 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. Computed Properties of C10H8Br2O4

Raw material 1 (11.6 g, 55 mmol) and methyl 2,5-dibromoterephthalate (17.6 g, 50 mmol) were dissolved in 200In ml of toluene, add 50 ml of 2M aqueous sodium carbonate and 50 ml of ethanol.After purging with nitrogen for 30 minutes, catalyst tetrakis(triphenylphosphine)palladium (Pd(PPh3)4, 3.5 g, 3.0 mmol) was added and heated to 100C with stirring.After 15 hours of reaction, cooling at room temperature, adding dichloromethane and deionized water, extracting the organic phase and drying over anhydrous magnesium sulfate,After filtration, depressurizing, concentrating, and separation and purification with a silica gel column, about 21.6 g (41 mmol) of pure Intermediate 1 was obtained in a yield of about 82%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 18014-00-1, its application will become more common.

Reference:
Patent; Shanghai Hehui Optoelectric Co., Ltd.; Wang Liping; (15 pag.)CN107573357; (2018); A;,
Ester – Wikipedia,
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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. 869-10-3, name is Diethyl 2,5-dibromohexanedioate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Diethyl 2,5-dibromohexanedioate

A solution of diethyl 2,5-dibromoadipic acid (8.0 g, 0.0222 mol) in toluene (25 mL) was heated to 80C and after stopping the heating, thereto was added dropwise 2-methoxyaniline (4.1 g, 0.333 mol) over 40 min., and the mixture was stirred at 100C for 11 hours again. The reaction solution was filtered under reduced pressure and the filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography to give the title compound 2.08 g as white solids. 1H-NMR (CDCl3) delta; 1.25 (6H, t, J=7.2Hz), 2.21 (4H, m), 3.71 (3H, s), 4.21 (4H, m), 4.36 (2H, m), 6.70 (1H, m), 6.82 (3H, m).

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 869-10-3.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; EP1736467; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 123-95-5, name is Butyl stearate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

An esterification reaction mixture (94 g), consisting of butanol (ca., 4.9% w/w), butyl stearate (95.1% w/w), residual stearic acid (trace), residual methanesulfonic acid catalyst (1383 ppm) and undesired butyl methanesulfonate (613 ppm) was treated with 45% aqueous KOH (229 mg, 1.84 mmol as compared to 1.74 mmol MSA originally charged to the reaction). The resulting mixture was heating at 50 C. for 40 minutes. Without wishing to be bound by any particular theory or explanation, it is believed that reaction of butyl stearate with KOH produced potassium stearate, which retains significant solubility in the butyl stearate medium. The formed potassium stearate then reacted with butyl methanesulfonate to produce potassium methanesulfonate and butyl stearate. After filtration of the by-product solid salts (0.6325 g), analysis of the mixture by gas chromatography revealed only 300 ppm unreacted butyl methanesulfonate, a 51% reduction. Repetition of the above KOH treatment at a higher temperature (175 C./60 min.) revealed complete reaction of the butyl methanesulfonate. Similarly, treatment with NaOH was found equally effective as treatment with KOH. Treatment with Ca(OH)2 proved ineffective, presumably due to formation of poorly soluble calcium salts. Treatment with acidic tin(II) or zirconium (IV) salts resulted in formation of additional butyl methanesulfonate.

According to the analysis of related databases, 123-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Smith, Gary; Cordova, Robert; Chen, Johnson C.H.; Chen, Mabel; US2006/30725; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 18014-00-1, A common heterocyclic compound, 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, molecular formula is C10H8Br2O4, 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.

[Example 5] A mixed liquid of methyl p-dibromoterephthalate (Compound 1)(65.1 g, 185 mmol) synthesised according to the method of a literature (), thiopehne-2-boric acid (Compound 7)(made by Tokyo Chemical Industry Co., Ltd.)(71.0 g, 555 mmol), PdCl2(dppf)·CH2Cl2 (15.1 g, 18.5 mmol), potassium carbonate (84.4 g, 610 mmol) and toluene (6.5 L) was refluxed under a nitrogen atmosphere for 6 hours. After the reaction mixed liquid was allowed to cool to room temperature, water was added to the reaction mixed liquid, and the reaction mixed liquid was subjected to extraction with chloroform. The obtained organic layer was dried with sodium sulfate, and filtered, and thereafter, the solvent was distilled out under reduced pressure. The obtained mixture was recrystallized using hexane and chloroform to obtain dimethyl 2,5-bis(2-thienyl)terephthalate (Compound 8)(45.9 g, 128 mmol) in a yield of 69%. The physical properties of dimethyl 2,5-bis(2-thienyl)terephthalate (Compound 8) were as follows. 1H-NMR (CDCl3, delta ppm): 7.82 (s, 2H), 7.38 (dd, 2H), 7.07-7.12 (m, 4H), 3.78 (s, 6H)

The synthetic route of 18014-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2248818; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, A new synthetic method of this compound is introduced below., Formula: C10H8Br2O4

210 mg of 4-fluorothiopheneboronic acid, 170 mg of dimethyl 2,5-dibromobenzene-1,4-dicarboxylate,116mg PdCl2 (MeCN) 2, 336mg saturated K2CO3 aqueous solution was placed in a two-port bottle,Add 12 mL of tetrahydrofuran,The mixture was heated and stirred under reflux for 7 hours under argon.After cooling to room temperature, it was extracted with 30 mL of diethyl ether.The combined organic layers were washed with saturated brine andNa2SO4 is dry.The solution was then filtered and the solvent removed to give a crude material which was crystallised from ethanol.The product was obtained as a yellow solid. A mixture of 500 mg of yellow solid in 20 mL of ethanol and 286 mg of NaOH was refluxed for 7 h.After cooling to room temperature, the mixture was poured into hydrochloric acid.A yellow solid product was obtained by suction filtration.The yellow solid was mixed with 50 mL of polyphosphoric acid, and the mixture was stirred at 130 C for 3 hours and then washed with ice water. A black solid crude product was obtained by suction filtration.The obtained crude product was recrystallized from dimethylformamide to give a final product with a metallic luster.

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; Lanzhou University; Zhang Haoli; Liu Duanwu; Lin Zewei; Xu Zhuguo; Shi Zifa; (13 pag.)CN109678877; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 18014-00-1, A common heterocyclic compound, 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, molecular formula is C10H8Br2O4, 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: To a 15 mL vial tube equipped with a magnetic stirring bar and a teflon screw cap were addeddimethyl 2,5-dibromoterephthalate (0.28 g, 0.8 mmol),1) N-methylaniline derivative (8.0 mmol),Pd2(dba)3 (34 mg, 0.06 mmol), RuPhos (70 mg, 0.24 mmol), K3PO4 (1.70 g, 8.0 mmol), and toluene(3.2 mL) under argon atmosphere. The mixture was stirred at 100 C for 10 h. The resultingmixture was allowed to cool to room temperature, and CH2Cl2 (10 mL) was added to the vial. Theprecipitate was removed by suction filtration and the filtrate was concentrated by evaporation underreduced pressure. The crude product was purified by column chromatography on silica gel(hexane/CH2Cl2 2:1 to 1:1) to give 1.

The synthetic route of 18014-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shimizu, Masaki; Asai, Yuiga; Takeda, Youhei; Yamatani, Akinori; Hiyama, Tamejiro; Tetrahedron Letters; vol. 52; 32; (2011); p. 4084 – 4089;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 179688-27-8,Some common heterocyclic compound, 179688-27-8, name is Ethyl 2-amino-4,5-bis(2-methoxyethoxy)benzoate, molecular formula is C15H23NO6, 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 62 N’-[2-Carbethoxy-4,5-bis(2-methoxyethoxy)phenyl]-N,N-dimethylformamidine To a stirred solution of 15.7 g (50 mmol) of ethyl 2-amino-4,5-bis(2-methoxyethoxy)benzoate (WO-96130347) in 50 ml of DMF at 0 C. was added phosphorous oxychloride (5.6 ml, 60 mmol) during 15 m. The resulting solution was heated at 55 C. for 45 m, cooled, diluted with methylene chloride, and treated at 0 C. with 200 ml of N/1 sodium hydroxide during 2 m. The organic layer was separated and washed at 0 C. with water. The solution was dried and evaporated with added toluene present to give 18.4 g of amber oil; NMR (CDCl3) delta6 3.02 (s, Me2N).

The synthetic route of 179688-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US6288082; (2001); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 18014-00-1, 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. 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 1 Preparation of 2,5-dithien-2-ylterephthalic acid dimethyl ester Dimethyl 2,5-dibromoterephthalate (6.09 g, 17.30 mmol) is dissolved in anhydrous THF (100 cm3), followed by the addition of 2-thienylzinc bromide (0.50 M in THF, 90 cm3, 45.0 mmol) and Pd(PPh3)4 (0.50 g, 0.43 mmol). The mixture is heated at 67 C. for 2 hours. After cooling, the reaction mixture is poured into water. The precipitate is collected by filtration and washed with water, methanol and diethyl ether then dried in vacuo, to yield the product as a pale yellow solid (5.41 g, 87%). 1H NMR (300 MHz, CDCl3): delta(ppm) 7.82 (s, 2H, Ar-H), 7.40 (dd, J=4.8 and 1.4 Hz, 2H, Ar-H), 7.07-7.12 (m, 4H, Ar-H), 3.78 (s, 6H, CH3); 13C NMR (75 MHz, CDCl3): delta(ppm) 168.1 (C=O), 140.3 (q), 133.6 (q), 133.4 (q), 131.9 (CH), 127.5 (CH), 127.0 (CH), 126.7 (CH), 52.6 (CH3); MS (m/e): 358 (M+, 100%), 327, 299, 240, 195.

The synthetic route of Dimethyl 2,5-dibromoterephthalate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNG; US2011/226999; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H8Br2O4

[Example 11] [Show Image] A mixed liquid of methyl p-dibromoterephthalate (Compound 1)(10.6 g, 30.0 mmol) synthesized according to the method of a literature (Macromolecules, 1999, 32, 2455), Compound 15 (made by Sigma-Aldrich Corp.)(24.8 g, 66.0 mmol), PdCl2(dppf)·CH2Cl2 (2.45 g, 3.00 mmol), potassium carbonate (13.7 g, 13.7 mmol), water (60 mL) and THF (1.2 L) was refluxed under a nitrogen atmosphere for 16 hours. After the reaction mixed liquid was allowed to cool to room temperature, water was added to the reaction mixed liquid, and the reaction mixed liquid was subjected to extraction with chloroform. The obtained organic layer was dried with sodium sulfate, and filtered, and thereafter, the solvent was distilled out under reduced pressure. The obtained mixture was separated and refined by a silica gel column chromatography to obtain Compound 16 (7.89 g, 15.0 mmol) in a yield of 50%. The physical properties of Compound 16 were as follows. 1H-NMR (CDCl3, delta ppm): 7.81 (s, 2H), 7.06 (d, 2H), 6.97-7.04 (m, 4H), 6.70 (d, 2H), 3.64 (s, 6H), 2.80 (t, 4H), 1.56-1.63 (m, 4H), 1.32-1.41 (m, 12H), 0.90 (t, 6H)

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; Sumitomo Chemical Company, Limited; EP2248818; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H8Br2O4

Example 11Production of Compound 15 A mixed liquid of methyl p-dibromoterephthalate (Compound 1)(10.6 g, 30.0 mmol) synthesized according to the method of a literature (Macromolecules, 1999, 32, 2455), Compound 15 (made by Sigma-Aldrich Corp.)(24.8 g, 66.0 mmol), PdCl2 (dppf).CH2Cl2 (2.45 g, 3.00 mmol), potassium carbonate (13.7 g, 13.7 mmol), water (60 mL) and THF (1.2 L) was refluxed under a nitrogen atmosphere for 16 hours. After the reaction mixed liquid was allowed to cool to room temperature, water was added to the reaction mixed liquid, and the reaction mixed liquid was subjected to extraction with chloroform. The obtained organic layer was dried with sodium sulfate, and filtered, and thereafter, the solvent was distilled out under reduced pressure. The obtained mixture was separated and refined by a silica gel column chromatography to obtain Compound 16 (7.89 g, 15.0 mmol) in a yield of 50%.The physical properties of Compound 16 were as follows.1H-NMR (CDCl3, delta ppm): 7.81 (s, 2H), 7.06 (d, 2H), 6.97-7.04 (m, 4H), 6.70 (d, 2H), 3.64 (s, 6H), 2.80 (t, 4H), 1.56-1.63 (m, 4H), 1.32-1.41 (m, 12H), 0.90 (t, 6H)

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; Sumitomo Chemical Company Limited; US2011/87034; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics