Author: Jessica.F

Related Products of 69812-51-7, The chemical industry reduces the impact on the environment during synthesis 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of compounds 1a-1e or methyl 4-aminobenzoate (1.0 mmol) in pyridine (3.0 mL), the corresponding sulfonyl chloride (1.3 mmol) in pyridine (3.0 mL)were added dropwise under nitrogen atmosphere at 0 C, then the reaction mixture was stirred at room temperature overnight. The reaction was then acidified to pH=1 with 4NHCl(aq) and the resulting solid was collected by filtration. The crude product was purified by flash column chromatography (ethyl acetate-petroleum ether = 1:2) to give the title compounds 2a-2i.

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-chlorosulfonylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Jiankang; Shen, Luqing; Wang, Jincheng; Luo, Peihua; Hu, Yongzhou; Medicinal Chemistry; vol. 10; 1; (2014); p. 38 – 45;,
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Application of 1150566-27-0, The chemical industry reduces the impact on the environment during synthesis 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, I believe this compound will play a more active role in future production and life.

To 3,3,3-trifluoropropan-1-ol (19 9 mmol) in DMSO was added NaH (19.9 mmol). The mixture was allowed to stir at room temp under inert atmosphere for 1 h. Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (3.0 g, 13.3 mmol) was added and the reaction was warmed to 100 C until coupling was complete. After purification ethyl 6-(3,3,3-trifluoropropoxy)imidazo[1,2-b]pyridazine-3-carboxylate was obtained (1.2 g, 45%). MS (ESI) calcd for C12H12F3N3O3: 303.08

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 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; CASAUBON, Rebecca, L.; NARAYAN, Radha; OALMANN, Christopher; VU, Chi, B.; WO2013/59587; (2013); A1;,
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Application of 2216-92-4, These common heterocyclic compound, 2216-92-4, name is N-Phenylglycine Ethyl Ester, 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 1 Preparation of N-(1-oxo-9Z-octadecenyl)-N-phenylglycine, ethyl ester STR3 Oleoyl chloride (0.01 mole), N-phenylglycine ethyl ester (0.01 mole) and triethylamine (1.4 ml) in tetrahydrofuran (100 ml) was stirred overnight at room temperature. The solvent was removed by rotary evaporator and the residue was dissolved in ethyl acetate (50 ml) and washed with water (50 ml). The ethyl acetate solution was dried over sodium sulfate, filtered and the solvent removed by a nitrogen stream to give an oil which was purified by chromatography on silica gel to give the title compound. Analysis calcd. for C28 H45 NO3 (443.65): C, 75.80; H, 10.22; N, 3.16. C, 75.51; H, 10.32; N, 2.94.

The synthetic route of 2216-92-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G. D. Searle & Co.; US4551279; (1985); A;,
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Adding a certain compound to certain chemical reactions, such as: 13195-64-7, name is Diisopropyl malonate, 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 13195-64-7, SDS of cas: 13195-64-7

To a stirred suspension of NaH (11.7 g, 293 mmol, 60percent purity) in DMF (100 ml) was added diisopropylmalonic ester dropwise, keeping the temperature below 40 0C. The resulting mixture was stirred for 1 h at RT and then l,3-dibromo-2,2-dimethoxypropane (34.8 g, 133 mmol) was added in one portion. The resulting mixture was heated at 140 0C for 24 h and then cooled to RT. Saturated NH4Cl aqueous (400 ml) was added and the mixture extracted with hexane (2 x 190 ml). The combined organic phases were washed with H2O (2 x 250 ml) saturated NaHCO3 (2 x 250 ml), H2O (2 x 250 ml) and brine (250 ml). The organic phase was dried (Na2SO4), filtered and concentrated at reduced pressure to provide an orange oil. Purification by in vacuo distillation to remove excess of l,3-dibromo-2,2-dimethoxypropane (b.p. 60-62 0C, 0.1 mniHg) and diisopropylmalonic ester (b.p 78-80 0C, 0.1 mmHg) provided the title compound (20 g, 52percent) as orange oil in the distillation flask. MS data: Calculated MH+ (289); Found 100percent (MH+) m/z 289.NMR data: 1H NMR (360 MHz, CHLOROFORM- d) delta ppm 5.07 (2 H, spt, J=6.3 Hz), 3.16 (6 H, s), 2.70 (4 H, s), 1.24 (12 H, d, J=6.4 Hz).

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, Diisopropyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EVOTEC NEUROSCIENCES GMBH; WO2009/135842; (2009); A1;,
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Synthetic Route of 2905-65-9,Some common heterocyclic compound, 2905-65-9, name is Methyl 3-chlorobenzoate, molecular formula is C8H7ClO2, 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: The following experimental procedure for the partial reduction of ethyl benzoate to benzaldehyde is representative. A dry and argon-flushed flask, equipped with a magnetic stirring bar and a septum, was charged with ethyl benzoate (0.07 mL, 0.5 mmol) and THF (5 mL). After cooling to 0 C, cis-2,6-dimethylmorpholine-modified Red-Al (2.5 mL, 0.4 M 1.0 mmol) was added dropwise and the mixture was stirred for 30 min at the room temperature. The reaction was stopped aqueous 1 N HCl (5 mL) and the product was extracted with diethyl ether (10 mL). The ether layer was dried over anhydrous magnesium sulfate. GC analysis showed a 98% yield of benzaldehyde. All products in Table 1 were confirmed through comparison with GC data of authentic sample.

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

Reference:
Article; Shin, Won Kyu; Kang, Daehoon; An, Duk Keun; Bulletin of the Korean Chemical Society; vol. 35; 7; (2014); p. 2169 – 2171;,
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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 3377-20-6 as follows. Safety of Diethyl 2-methylenemalonate

nBuLi solution (2.5 M in hexanes, 1.4 mL, 3.6 mmol) was added, dropwise over 2 min., to a cooled (dry ice/acetone/ethylene glycol bath at -20 C) solution of N,N,N?-trimethylethylenediamine (388 mg,3.80 mmol) in THF (4.0 mL). After stirring for 15 min., a solution of 4- chlorobenzaldehyde (486 mg, 3.45 mmol) in THF (3.0 mL) was added dropwise over 4 min. Additional THF (2×1.0 mL) was used to complete the transfer. After 15 min., more nBuLi solution (2.5 M in hexanes, 4.3 mL, 11 mmol) was added, dropwise over 4 min. After stirring at this temperature for 2.8 h, the reaction mixture was cooled in a dry ice/acetone bath. After stirring for 10 min., diethyl ketomalonate (2.3 mL, 15 mmol) was added to the reaction mixture, dropwise over 5 min. After 5 min., the reaction was quenched by rapid addition of aq. HCl (1.0 M, excess), and cooling was ended. The resulting mixture was extracted with dichloromethane (3x), and the combined organic layers were dried (sodium sulfate) and evaporated to afford a clear, amber oil (3.30 g) that darkened over time. Repeated chromatographic purification (160 g silica gel, 1:9 to 3:7 EtOAc/heptane gradient followed by 44 g silica gel, 1:9 dichloromethane/heptane to dichloromethane to 1:19 EtOAc/dichloromethane gradient) afforded the title compound as a clear, colorless oil (234 mg, 22 % yield). LCMS (ESI) m/z: 337.2 [M+Na] (42 %). 1H NMR (400 MHz, CDCl3) delta 1.30 (t, J = 7.1 Hz, 3H), 1.33 (t, J = 7.1 Hz, 3H), 2.70 (d, J = 7.6 Hz, 1H), 4.25 (dq, J = 10.8, 7.1, 1H), 4.32 (dq, J = 10.8, 7.1, 1H), 4.33 (dq, J = 10.8, 7.1, 1H), 4.37 (dq, J = 10.8, 7.1, 1H), 5.87 (dt, J = 7.7, 0.6 Hz, 1H), 6.99-7.03 (m, 2H), 7.29-7.35 (m, 1H).

According to the analysis of related databases, 3377-20-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rocke, Benjamin N.; Conn, Edward L.; Eisenbeis, Shane A.; Ruggeri, Roger B.; Tetrahedron Letters; vol. 53; 41; (2012); p. 5467 – 5470;,
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These common heterocyclic compound, 36692-49-6, name is Methyl 3,4-diaminobenzoate, 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. HPLC of Formula: C8H10N2O2

Example 101; (2Z,5Z)-2-[(2,6-dichlorophenyl)imino]-5-{[2-(2-pyridinyl)-1H-benzimidazol-6-yl]m ethylidene}-1,3-thiazolidin-4-one; (a) methyl 2- (2-pyridinyD-lHbenzimidazole-5-carboxylate; A solution of 2-pyridinecarbaldehyde (0.19 g, 1.80 mmol) in 40 % aq. sodium hydrogen sulfite was stirred for 1 h at room temperature before being added to a solution of methyl 3,4-diaminobenzoate (0.300 g, 1.80 mmol) in ethanol (3 mL). The resulting mixture was stirred under reflux overnight. Then it was taken in 10 mL of water and extracted with 3 x 10 mL of ethyl acetate, dried over magnesium sulfate, filtrated and concentrated. Flash chromatography (silica gel, 10 % methanol, dichloromethane) afforded the desired compound as white powder in very low yield (13 %) [MS (ES+) m/e 254 [M+H] +].

The synthetic route of Methyl 3,4-diaminobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/82901; (2005); 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. 23426-63-3, name is Methyl 2-bromo-2-methylpropanoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

Step B; 2,5-Dimethyl-4-thiocyanato-phenol 30 (5.75 g, 32.1 mmol) is dissolved in acetonitrile (25 mL). Powdered cesium carbonate (15.32 g, 47.0 mmol) is added. Then 2- bromo-2-methyl-propionic acid methyl ester (4.50 mL, 34.8 mmol) is added and the mixture is stirred at 6O0C for 18 h. Filtration and concentration, followed by silica gel chromatography (0-50% ethyl acetate in hexanes) yielded 2-(2,5-dimethyl-4-thiocyanato- phenoxy)-2-methyl-propionic acid methyl ester 31 (3.88 g, 43%) as an oil: 1H-NMR (400 MHz, CDCl3) (rotamers are present; the data given is for the most abundant isomer) delta = 7.39 (s, IH), 6.50 (s, IH), 3.78 (s, 3H), 2.42 (s, 3H), 2.20 (s, 3H), 1.62 (s, 6H). MS calcd. for C14HnNNaO3S (M+Na+) 302.1, found 302.1.

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; IRM LLC; WO2007/56496; (2007); A1;,
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These common heterocyclic compound, 17100-65-1, name is Methyl 2-bromo-4-methoxybenzoate, 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. Recommanded Product: 17100-65-1

To a reaction vial containing 7-amino-4-chloro-isoindolin-1-one (250 mg, 1.37 mmol) in dioxane (10 mL) was added methyl 2-bromo-5-methoxy-benzoate (502 mg, 2.05 mmol), cesium carbonate (893 mg, 2.74 mmol), copper iodide (104 mg, 0.55 mmol) and (1S,2S)-N1,N2-dimethylcyclohexane-1,2-diamine (156 mg, 1.1 mmol). The mixture was purged with nitrogen, then warmed to 110 C. The reaction was stirred at 110 C. for 1 h and the reaction was monitored by LC-MS. Following completion, the reaction was allowed to cool and was then filtered through Celite and rinsed with ethyl acetate. The crude was purified by silica gel chromatography (0-50% ethyl acetate/hexane) to give methyl 2-(7-amino-4-chloro-1-oxo-isoindolin-2-yl)-5-methoxy-benzoate. MS: (ES) m/z calculated for C17H15ClN2O4[M+H]+ 347.1, found 347.1.

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

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; DRAGOLI, Dean R.; FAN, Junfa; KALISIAK, Jaroslaw; LELETI, Manmohan Reddy; MALATHONG, Viengkham; McMahon, Jeffrey; TANAKA, Hiroko; YANG, Ju; YU, Chao; ZHANG, Penglie; Mali, Venkat; (62 pag.)US2017/144996; (2017); 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. 5202-89-1, name is Methyl 2-amino-5-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8ClNO2

Methyl 2-amino-5-chlorobenzoate (compound A) (4.0 g) was dissolved in anhydrous methylene chloride (80.0 ml). Subsequently, pyridine (2.8 ml) and 3-(chloromethyl)benzoyl chloride (compound B) (5.0 g) were added to the solution at room temperature, and the mixture was stirred at that temperature for 2 hr. After the completion of the reaction, distilled water was added thereto, and the mixture was subjected to separatory extraction with chloroform. The organic layer was washed with a saturated aqueous sodium chloride solution and saturated brine, was dried over sodium sulfate, and was then concentrated to give methyl 5-chloro-2-[3-(chloromethyl)benzoyl]aminobenzoate as a useful intermediate (3.32 g, yield 100%).

According to the analysis of related databases, 5202-89-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1614676; (2006); A1;,
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