Tag: M.W=100-200

Reference of 79383-44-1, The chemical industry reduces the impact on the environment during synthesis 79383-44-1, name is Methyl 2-methoxy-6-methylbenzoate, I believe this compound will play a more active role in future production and life.

Intermediate 4-A: (2-Methoxy-6-methylphenyl)methanolTo a solution of methyl 2-methoxy-6-methylbenzoate (CAS 79383-44-1, 500 mg, 2.77 mmol) in THF (5 ml) at 0 C was added LiAIH4 (211 mg, 5.55 mmol). The mixture was stirred at 0C for 2h and then at room temperature for 15h. The reaction mixture was then diluted with THF, and then quenched with sodium sulfate decahydrate. The mixture was then stirred for 1 h, dried over Na2504, filtered, and then concentrated to furnish the title compound. MS (ESl+) m/z 135.0 (M-OH).

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, Methyl 2-methoxy-6-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; ADAMS, Christopher; EHARA, Takeru; JENDZA, Keith; JI, Nan; KAWANAMI, Toshio; MAINOLFI, Nello; POWERS, James J.; SERRANO-WU, Michael; ZHANG, Chun; WO2015/66241; (2015); A1;,
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Related Products of 191478-99-6, 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. 191478-99-6, name is Methyl 4-amino-2,6-difluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Pyridine-4-thiol (16.7 g, 150 mmol) was dissolved in concentrated hydrochloric acid (110 ml) and water (30 ml). After cooling to 0 C., chlorine gas was bubbled for 1 hour. The reaction solution was diluted with ice-water (75 g), and neutralized by gradually adding sodium hydrogen carbonate. After extraction with methylene chloride (150 ml×3) cooled to 5 to 10 C., the organic layers were combined and dried over anhydrous sodium sulfate. Then, the solvent was removed under reduced pressure to obtain the corresponding sulfonyl chloride. In another reaction vessel, methyl 4-amino-2,6-difluorobenzoate (16.9 g, 90.3 mmol) and pyridine (10 ml) were dissolved in methylene chloride (200 ml). After cooling to -10 C., the above-described solution of the sulfonyl chloride in methylene chloride was added thereto, followed by stirring at room temperature for 6 hours. The organic layer was washed with 0.1 N hydrochloric acid (200 ml×2), and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=2:1 to 1:1) to obtain the title compound (11.2 g, 38% over two steps). [0839] MS (ESI) m/z 329 (M+H)+

The synthetic route of Methyl 4-amino-2,6-difluorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); A1;,
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Electric Literature of 120-61-6, 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. 120-61-6, name is Dimethyl terephthalate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The reaction described in Example 1 was repeated, yielding the product from pure isobutyl alcohol.In a three-necked flask equipped with stirring blades0.3 mol of dimethyl terephthalate (DMT) was added,2 moles of isobutanol,The temperature was raised to 120 C,After the DMT was completely dissolved,17.46 g of Nafion resin was added,After the control reaction temperature between 127 ~ 137 ,So that the droplet dropping speed control in 3 to 6 drops per second,Every 7h add 2mol isobutanol,Add a total of two times,Reaction 21h after the end.After the ester interchange reaction is completed,The solid resin was filtered off,The crude product was then reactedWas added to the clean flask,And add a little porcelain pieces after vacuum distillation,Vacuum control in about 0.08MPa,Slowly increase the distillation temperature to no liquid drops,The distillation temperature did not exceed 142 C.The final product after vacuum distillation was analyzed by capillary gas chromatography,The composition is shown in Table 1 below.The isolated final product weighed 77.739 g,The theoretical amount of product was 83.50 g,The overall yield was therefore 93.1%

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, Dimethyl terephthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Huayi Energy Chemical Co., Ltd.; Xu, Yunfeng; Zhao, Zhengkang; Ma, Jinqiang; Chen, Chen; Cui, Yunhue; Tan, Dong; (10 pag.)CN105693519; (2016); A;,
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Reference of 27492-84-8, The chemical industry reduces the impact on the environment during synthesis 27492-84-8, name is Methyl 4-amino-2-methoxybenzoate, I believe this compound will play a more active role in future production and life.

To a cooled (0°C) solution of phosgene (20percent solution in toluene, 2.76 ml, 5.52 MMOL) in dry DICHLOROMETHANE (75 ml) was added, under an argon atmosphere, methyl 4-amino-2- methoxybenzoate (1 G, 5.52 MMOL) in one portion, followed by a dropwise addition of diisopropylethylamine (1.92 ML, 11.04 MMOL). The mixture was stirred for 15 minutes at 0°C prior to the addition of 2-bromo-4 (trifluoromethoxy) aniline (0.83 ML, 5.52 MMOL). The reaction mixture was stirred at 0°C for a further 2 hours and then was allowed to stir at room temperature overnight. The organic phase was washed with 1 N aq. HCI (2x), sat. aq. NAHCO3, dried over MGS04 and concentrated in vacuo to give a solid residue which was recrystallized in hot acetonitrile. The fine crystalline solid was filtered off, washed with cold acetonitrile and dried in vacuo to give the title compound Ex 106 as a pale-orange solid (1. 64G, 3.54 mmol, 64percent). ‘H-NMR (DMSO-d6) : 6 3.74 (s, 3H), 3.80 (s, 3H), 7.02 (d, 1H), 7.38 (s, 1H), 7.42 (d, 1H), 7.69 (d, 1H), 7.74 (s, 1H), 8.17 (d, 1H), 8.36 (s, 1H), 9.85 (s, 1H)

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, Methyl 4-amino-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 7TM PHARMA A/S; LITTLE, Paul Brian; WO2004/48319; (2004); A1;,
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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 6065-82-3 as follows. SDS of cas: 6065-82-3

A solution of 40 ml (224 mmol) of ethyl diethoxyacetate, 19 ml (268 mmol) of acetyl chloride and 0.1 g (0.45 mmol) of iodine is heated at 50oC for 4 hours. Only 60% of the desired product is formed. The reaction medium is cooled to room temperature, 19 ml (268 mmol) of acetyl chloride are added and the medium is heated at 50oC for a further 18 hours. The reaction medium is evaporated to dryness under vacuum. 36.3 g (100%) of crude ethyl chloroethoxyacetate are obtained.

According to the analysis of related databases, 6065-82-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT, S.N.C.; WO2004/113331; (2004); A1;,
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Synthetic Route of 17205-02-6,Some common heterocyclic compound, 17205-02-6, name is Ethyl 3-hydroxycyclobutanecarboxylate, molecular formula is C7H12O3, 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.

Ethyl 3-hydroxycyclobutane-1-carboxylate (4 g, 27.4 mmol, 1.0 equiv) was dissolved in N,N-dimethylformamide and cooled to 0 C. NaH (60 %) (1.66 g, 41.6 mmol, 1.5 equiv) was added portion wise and the reaction mixture was stirred at 0 C for 24 hours.1-(chloromethyl)-4-methoxybenzene (5.24 g, 33.3 mmol, 1.2 equiv) was added and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (0-30 % EtOAc in Hexane) to afford product 3.1.19a (4.82 g, 65.8 % yield). LCMS (mlz): 265.5 [M+H]. 1H NMR (400 MHz, DMSO) 6 7.27 – 7.21 (m, 2H), 6.94 – 6.84 (m, 2H), 4.29 (s, 2H), 4.12-3.99(m, 2H), 3.99-3.83(m, 1H), 3.74(s, 3H), 2.66 (tt, J= 9.7, 8.0 Hz, 1H), 2.44-2.32 (m, 2H), 2.22-1.96 (m, 2H), 1.21-1.14 (m, 3H).

The synthetic route of 17205-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FU, Jiping; LEE, Patrick; MADERA, Ann Marie; SWEENEY, Zachary Kevin; WO2015/66413; (2015); A1;,
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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. 4891-38-7, name is Methyl Phenylpropiolate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C10H8O2

General procedure: (ESI) calcd for C20H16F3N4O2 [M+H]+ 401.12253, found 401.12283. Methyl 4-methoxy-2-phenylpyrazolo[1,5-a]pyridine-3-carboxylate (11): typical procedure To a solution of ethyl o-mesitylsulfonylacetohydroxamic acid (78.5 g, 0.275 mol) in 1,4-dioxane (69 mL) was added a 70% aqueous solution of hydrogen perchlorate (28.5 mL, 0.330 mol), and the mixture was stirred at 0C for 0.5 h. After the addition of ice-water, the precipitate was collected. The cake was dissolved in dichloromethane (229 mL) and dried over Na2SO4. To the mixture was added a solution of 3-methoxypyridine (25.0 g, 0.229 mol) in dichloromethane (229 mL). After stirring at room temperature for 1 h, the mixture was concentrated in vacuo. To a solution of the resulting material in 10% DMF-THF (253 mL) was added potassium carbonate (63.0 g, 0.458 mol) and methyl 3-phenylpropiolate (18.0 g, 0.115 mol) at room temperature. After the addition of DMF (217 mL), the mixture was stirred at room temperature for 20 h. Water was added, and then the mixture was extracted with ethyl acetate. The combined organic layer was washed with water and brine, and then dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash column chromatography on silica gel (hexane:AcOEt = 4:1) to give methyl 4-methoxy-2-phenylpyrazolo[1,5-a]pyridine-3-carboxylate 11 as a yellow solid (11.7 g, 36%, two steps).

According to the analysis of related databases, 4891-38-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Umei, Kentaro; Nishigaya, Yosuke; Kondo, Atsushi; Tatani, Kazuya; Tanaka, Nobuyuki; Kohno, Yasushi; Seto, Shigeki; Bioorganic and Medicinal Chemistry; vol. 25; 9; (2017); p. 2635 – 2642;,
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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. 1128-00-3, name is Ethyl 2-aminocyclohex-1-enecarboxylate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

General procedure: 5-phenylpent-2-enoic acid (13) (0.18 g, 1.02 mmol) in DCM(2 ml) under argon atmosphere at rt was treated with a catalytic amount of DMF (1 drop) and oxalyl chloride (0.26 ml, 3.06 mmol). The mixture was stirred for 40 min and the volatiles were evaporated. The residue was dissolved in DCM (2 ml) and to the obtained solution at 0 C a mixture of ethyl 2-aminocyclohex-1-ene-1-carboxylate(0.26 g, 1.54 mmol) and triethylamine (0.14 ml,1.00 mmol) in DCM (1 ml) was added dropwise over 5 min. The mixture was stirred for 40 min at rt, then the mixture was supplemented with DCM, washed with saturated NH4Cl solution, brine,dried over Na2SO4, and concentrated. The residue was chromatographed on silica gel (EtOAc in petroleum ether, 1:10 to1:6) to give crude ethyl (E)-2-(5-phenylpent-2-enamido)cyclohex-1-ene-1-carboxylate (0.21 g) as a colorless oil. 1H NMR(300 MHz, CDCl3) d: 11.71 (s, 1H), 7.33-7.16 (m, 5H), 6.92 (dt,J = 15.3, 6.8 Hz, 1H), 5.92 (dt, J = 15.3, 1.5 Hz, 1H), 4.19 (q,J = 7.1 Hz, 1H), 3.09-2.98 (m, 2H), 2.85-2.69 (m, 2H), 2.59-2.45(m, 2H), 2.39-2.25 (m, 2H), 1.73-1.56 (m, 4H), 1.30 (t, J = 7.1 Hz,3H). LCMS (ESI) m/z: 328.37 [M+H]+. The oil was dissolved in a mixture of THF (2 ml) and EtOH (1 ml) and to the obtained solution 2 N NaOH (0.92 ml, 1.84 mmol) was added. The mixture was stirred for 16 h at rt followed by stirring for 5 h at 50 C. The reaction mixture was cooled to rt and acidified to pH 4 with 1 N HCl. The solvents were evaporated and the residue was partitioned between DCM and water. The organic layer was dried over Na2SO4, evaporated, and the residue was chromatographed on silica gel (MeOH in DCM, 1:20) to give an oily solid. The solid was triturated with EtOAc petroleum ether mixture (1:4), filtered, and dried in vacuo to give the product 3 (44 mg, 14%, calculated with respect to 13) as white crystals.

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:
Article; Bobileva, Olga; Ikaunieks, Martins; Duburs, Gunars; Mandrika, Ilona; Petrovska, Ramona; Klovins, Janis; Loza, Einars; Bioorganic and Medicinal Chemistry; vol. 25; 16; (2017); p. 4314 – 4329;,
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Related Products of 18595-14-7,Some common heterocyclic compound, 18595-14-7, name is Methyl 4-amino-3-methylbenzoate, molecular formula is C9H11NO2, 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.

Step 1. Synthesis of methyl 4-[(4-fluorobenzoyl)amino]-3-methylbenzoate Following standard procedure, 4-fluorobenzoic acid (0.510 g, 3.63 mmol), methyl 4-amino-3-methylbenzoate (0.500 g, 3.03 mmol), EDCI · HCl (1.16 g, 6.06 mmol), DMAP (0.930 g, 7.57 mmol) and CH2Cl2 (7.0 mL) were used to carry out the reaction. After the reaction mixture was stirred at room temperature for 16 h and work-up, the residue was purified by Isco Combi-Flash Companion column chromatography (0-40% ethyl acetate in n-hexane) to give methyl 4-[(4-fluorobenzoyl)amino]-3-methylbenzoate (0.380 g, 44%). 1H NMR (CDCl3, 400 MHz) delta 8.23 (d, 1H), 7.96-7.88 (m, 4H), 7.75 (br s, 1H), 7.20 (td, 2H), 3.91 (s, 3H), 2.39 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-amino-3-methylbenzoate, its application will become more common.

Reference:
Patent; National Health Research Institutes; Ueng, Shau-Hua; Yeh, Shiu-Hwa; Lin, Shu-Yu; Shih, Chuan; (329 pag.)US2017/253569; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 27492-84-8, name is Methyl 4-amino-2-methoxybenzoate, belongs to esters-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 27492-84-8, Recommanded Product: Methyl 4-amino-2-methoxybenzoate

(a) Synthesis of methyl 4-(benzylamino)-2-methoxybenzoate Benzaldehyde (6.73 ml, 66.2 mmol) and acetic acid (3.77 ml, 66.2 mmol) were added to a solution of methyl 4-amino-2-methoxybenzoate (12 g, 66.2 mmol) in methanol (650 ml), and the resulting mixture was stirred at room temperature for 30 minutes. Then, acetic acid (7.56 ml, 132 mmol) and sodium cyanoborohydride (4.9 g, 79.4 mmol) were added thereto at 0°C and stirred at room temperature for 38 hours. The reaction mixture was concentrated, poured into a 1N-aqueous sodium hydroxide solution and then extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate = 2/1) to obtain methyl 4-(benzylamino)-2-methoxybenzoate (16.4 g, 91percent).

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, Methyl 4-amino-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sumitomo Pharmaceuticals Company, Limited; EP1500643; (2005); A1;,
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