Tag: M.W=100-200

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. 34846-90-7, name is Methyl 3-methoxyacrylate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 3-methoxyacrylate

To 50 L of solvent N,N-dimethylformamide (DMF) was added 4.3 kg of sodium methoxide (base as a catalyst) at 0 °C.Stir for 0.5 h to disperse into a suspension.After heating to 25 ° C, add 10 kg of 3-methoxyacrylic acidMethyl ester,After stirring for 0.5 h, an intermediate state of trimethyl 6-methoxy-1,3,5-hexatriene-1,3,5-tricarboxylate is formed;

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; Hebei University of Science and Technology; Feng Xue; Xiao Yuan; Wu Xiaodong; Zhang Yue; Chen Aibing; (14 pag.)CN109320418; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 10259-22-0, name is Ethyl 3-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 10259-22-0, Recommanded Product: Ethyl 3-methoxybenzoate

b) The hydrazone from a) (3.55 g), was dissolved in tetrahydrofuran (80 ml) and cooled to 0 C. under nitrogen while a solution of n-butyl-lithium (28.8 ml of a 2.5M solution in hexane) was added. The mixture was stirred at 0 C. for 30 minutes and then ethyl 3-methoxybenzoate (2.16 g) was added and the mixture was stirred at 0 C. for 20 minutes. 3M Hydrochloric acid (80 ml) was added and the mixture was boiled under reflux for 1 hour. The organic layer was separated and the aqueous layer was neutralized with sodium bicarbonate and extracted with ether to give an oil which is purified by flash column chromatography using 30-40% ethyl acetate in petroleum ether, b.p. 60-80 C. as the mobile phase to give 3-(3-methoxyphenyl)-1,4-dihydroindeno[1,2-c]pyrazole, m.p. 172-174 C.

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, Ethyl 3-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF Aktiengesellschaft; US6451834; (2002); B1;,
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Electric Literature of 3618-04-0, 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 3618-04-0 as follows.

Chloro(1 ,1-dimethylethyl)dimethylsilane (115g; 0.76mol) was added in portions over 1 hour to a solution of ethyl 4-hydroxycyclohexanecarboxylate (118g; 0.68mol), imidazole(103g; 1.52mol) and dimethylformamide (400ml) stirred under an atmosphere of argon. A small exotherm was observed resulting in the reaction mixture temperature increasing to~40C. The mixture was stirred at room temperature overnight then poured into 10% citric acid solution (2L) and extracted with diethyl ether (2 x 800ml). The ether extracts were washed with water, brine and then dried (Na2SO4) and the solvent was removed to give the title compound as a oil (198.4g) 1H NMR delta (CDCI3, 400 MHz): 0.01 (6H, m), 0.85 (9H, s), 1.2 (3H, m), 1.3-1.5 (2H, m), 1.6 (2H, m), 1.85-2 (3H, m), 2.15-2.3 (1 H, m) 3.5 (0.4H, m) 3.86 (1 H, m) 4.1 (1 H, m).

According to the analysis of related databases, 3618-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/107565; (2007); 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. 369-26-6, name is Methyl 3-amino-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8FNO2

Step 2: Methyl 4-fluoro-3-(imidazo[1 ,2-a]pyridine-3-carboxamido)benzoateA solution of methyl 3-amino-4-fluorobenzoate (5 g, 29.6 mmol) in pyridine (200 ml) was treated with imidazo[1 ,2-a]pyridine-3-carbonyl chloride. HCI (step 1 )(6.43 g, 29.6 mmol) and the mixture was stirred at RT for 2 days. The mixture was poured into water (30 ml) and a small exotherm was observed. After cooling to RT, the resulting precipitate was filtered and dried in a vacuum oven to afford the title compound; LC-MS: Rt 0.81 mins; MS m/z 314.2 {M+H}+; Method 2minl_C_v0031 H NMR (400 MHz, DMSO-d6) delta 10.30 (1 H, s), 9.44 (1 H, d), 8.63 (1 H s), 8.34 (1 H, dd), 7.83 (1 H, m), 7.78 (1 H, d), 7.54 (1 H, m), 7.48 (1 H, m), 7.20 (1 H, t), 3.90 (3H, s)

According to the analysis of related databases, 369-26-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; IRM LLC; BRUCE, Ian; CHAMOIN, Sylvie; COLLINGWOOD, Stephen Paul; FURET, Pascal; FURMINGER, Vikki; LEWIS, Sarah; LOREN, Jon Christopher; MOLTENI, Valentina; SAUNDERS, Alex Michael; SHAW, Duncan; SVIRIDENKO, Lilya; THOMSON, Christopher; YEH, Vince; JANUS, Diana; WEST, Ryan; WO2013/30802; (2013); A1;,
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Electric Literature of 609-08-5, 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 609-08-5 as follows.

General procedure: PhIO (550 mg, 2.5 mmol), Et3N·5HF (800 mg, 4 mmol), and DCE (1 mL)were placed in a Teflon test tube. After stirring at r.t. for 15 min, the appropriate malonic ester 1 (1 mmol) and DCE (1 mL) were added. The test tube was sealed with a septum rubber and heated at 70 C for 24 h with stirring. The reaction mixture was neutralized with aq NaHCO3 and the product was extracted with CH2Cl2 (3 × 10 mL). The combined organic layers were washed with brine (20 mL), dried (Na2SO4), and concentrated under reduced pressure. The product was purified by column chromatography on silica gel with hexane-CH2Cl2 as eluent.

According to the analysis of related databases, 609-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kitamura, Tsugio; Muta, Kensuke; Oyamada, Juzo; Synthesis; vol. 47; 20; (2015); p. 3241 – 3245;,
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Reference of 42122-75-8, These common heterocyclic compound, 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, 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.

[1- [5-CHLORO-2- (BENZYLOXY)-PHENYL]-PENTANE-1,] 4-dione (160mg, 0. [5MMOL)] was treated with 5-amino-2-chloro-benzoic acid methyl ester [(100MG,] 0. [55MOL)] (Brown et al, WO0055120), and p-toluenesulfonic acid (-30mg) in toluene (4ml). The reaction mixture was then refluxed over 18hrs under nitrogen, evaporated down to an oil, dissolved in as little DCM as possible, and placed on a Water’s silica cartridge (10g) saturated with iso-hexane. The column was then eluted with iso-hexane [(-50ML)] followed by an Et2O/iso-hexane gradient mixture starting at 10% [ET20] to give the title compound (34mg, [7%).] ‘H NMR [(400MHZ,] [CDCI3)] 2.23 (3H, s), 3.8 (3H, s), 4.72 (2H, s), 6.12 [(1H,] d, J-3Hz), 6.28 (1H, d, J=3Hz), 6.58 (1H, d, J=9Hz), 6.94 (1H, dd, J=2,8Hz), 7.69-7. 05 (2H, m), 7.08 [(1H,] dd, J=2.8Hz), 7.22 (5H, m), 7.48 (1H, d, J=2Hz). LC/MS t=4.14 min, [MH+] 466/468/470.

Statistics shows that Methyl 5-amino-2-chlorobenzoate is playing an increasingly important role. we look forward to future research findings about 42122-75-8.

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/101959; (2003); A1;,
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Adding a certain compound to certain chemical reactions, such as: 454-31-9, name is Ethyl 2,2-difluoroacetate, 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 454-31-9, Product Details of 454-31-9

To a stirred solution of bicyclo[3. l .0]hexan-3-one (125 g, 1274 mmol) in THF (1500 mL), was added LDA (2.0 M in THF, 0.701 L, 1402 mmol) at -78 C under N2 atmosphere and stirred for 1 h followed by the addition Ethyldifluoroacetate (174 g, 1402 mmol) in THF (300 mL) slowly at -78 C for 30 min. After the addition the reaction mixture was allowed to warm to 27 C and stirred for 1 h under N2 atmosphere. Progress of the reaction was monitored by TLC (S1O2, 20% Acetone/Hexane, Rf = 0.3, UV -active). After completion, the reaction mixture was quenched withlN HC1 (2000 mL) and stirred for 30 min and extracted with EtOAc (3 x 1000 mL). The combined organic layers were washed with brine (1000 mL), dried over anhydrous NaiSOr and filtered. The filtrate was concentrated under reduced pressure to afford 2-(2,2-difluoroacetyl)bicyclo[3. l .0]hexan-3-one (180 g, Yield: 71.2%, pale yellow viscous liquid. NMR (400 MHz, CHLOROFORM-d) d = 6.18 (t, ./ = 54.8 Hz, 1H), 2.70 – 2.62 (m, 1H), 2.35 (d, J= 19.4 Hz, 1H), 2.14 (br s, 1H), 1.26 – 1.21 (m, 1H), 1.04-1.03 (m, 1H), 0.22-0.21 (m, 1H), LCMS: M/Z = 173.17).

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, Ethyl 2,2-difluoroacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; IWUAGWU, Christiana; PEESE, Kevin M.; (0 pag.)WO2020/58844; (2020); 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. 117324-05-7, name is Ethyl 2-amino-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H10FNO2

Step B: To the formamide (6 mL) solution of ethyl-2-amino-4-fluorobenzoate (811 mg, 4.43 mmol) added ammonium formate (0.450 g, 7.14 mmol) and the reaction mixture was heated at 140 C. overnight. After cooling added water and ethyl acetate. The layers were separated, the EtOAc layer was dried, filtered and evaporated to give desired quinazolinone (1 g, quantitative). MS (ES) 165 (M+H)

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 117324-05-7.

Reference:
Patent; Pandey, Anjali; Scarborough, Robert M.; Matsuno, Kenji; Ichimura, Michio; Nomoto, Yuji; Ide, Shinichi; Tsukuda, Eiji; Sasaki, Junko; Oda, Shoji; US2004/186110; (2004); A1;,
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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. 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl 3-(dimethylamino)acrylate

General procedure: Ethyl 4-(4-chlorophenyl)-2-thioxo-1,2,3,4-tertahydropyrimidine-5-carboxylate 6a (Table 2, entry 1). To a mixture of thiourea 12a (23.0 mg, 0.302 mmol), 4-chlorobenzaldehyde 13a (63.0 mg, 0.448 mmol), and ethyl 3-dimethylaminoacrylate 9 (64.0 mg, 0.447 mmol) in anhydrous DMF (0.3 mL) was added anhydrous aluminum chloride (8.0 mg, 0.0600 mmol) at room temperature, and the reaction mixture was stirred at 110 C for 3 h. To the mixture was added EtOAc (10 mL) and 1 M HCl aqueous solution (5 mL), and the organic layer was separated. The aqueous layer was extracted with EtOAc (10 mL), and the combined organic layers were washed with water (5 mL) and brine (5 mL), dried over anhydrous MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography [n-hexane-EtOAc (4:1 to 2:1)] to give 6a (78.9 mg, 0.266 mmol, 88%) as pale yellow crystals.

The synthetic route of 924-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Arai, Rie; Cho, Hidetsura; Gokurakuji, Yuki; Kikuchi, Hidetomo; Kubo, Takanori; Nakamura, Yuri; Nishimura, Yoshio; Sunaga, Katsuyoshi; Yuan, Bo; Tetrahedron Letters; (2020);,
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Reference of 15963-40-3, These common heterocyclic compound, 15963-40-3, name is Methyl 3-methylenecyclobutanecarboxylate, 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.

3.1.57b (24 g, 190.4 mmol, 1.0 equiv) was dissolved in THE and cooled to -15 C. BH3.Me2S (14.4 g, 190.4 mmol, 1.0 equiv) was added drop wise and the reaction mixture was stirred at room temperature for 4 hours. Cooled the reaction mixture at -15 C, NaOH (3M) (25 mL), H202 (50%) (12.9 g, 190.4 mmol, 1.0 equiv) were added and the reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was quenched with sodium bisulphate and extracted with EtOAc. The organic layer was washed with brine,dried over sodium sulfate and concentrated to afford a crude residue. The crude residue was purified by silica gel column chromatography (70 % EtOAc in Hexane) to afford product 3.1.57c (18.7 g, 68 % yield). 1H NMR (400 MHz, DMSO) 64.54 (d, J = 29.8 Hz, 1H), 3.62-3.55 (m, 3H), 3.41 (d, J = 6.5 Hz, 1H), 3.30 (d, J = 6.0 Hz, 1H), 3.13-2.95 (m, 1H), 2.37-2.27 (m, 1H), 2.15 (ddt, J= 8.7, 7.8, 6.2 Hz, 2H), 1.98- 1.84(m, 2H).

The synthetic route of 15963-40-3 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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