Category: 14064-10-9

Electric Literature of 14064-10-9, The chemical industry reduces the impact on the environment during synthesis 14064-10-9, name is Diethyl 2-chloromalonate, I believe this compound will play a more active role in future production and life.

MDPD was synthesized according to a procedure described by Shipp et al. Briefly, NaH (1.24 g, 0.0520 mol) was suspended in THF (10 mL) and cooled to 0° C. using an ice bath. A solution of diphenylamine (3.38 g, 0.0200 mol) in DMSO (18 mL) and THF (9 mL) was added and stirred for 1 h at 0° C. Carbon disulfide (2.84 mL, 0.0472 mol) was added and the solution stirred for a further 30 min at 0° C. The solution was then cooled using an ethylene glycol/CO2 bath prior to the addition of diethyl chloromalonate (3.23 mL, 0.0200 mol) and further stirring for 2 h at room temperature. Any remaining NaH was hydrolyzed with methanol and the product was extracted with diethyl ether. Volatiles were then removed and the product was purified using a silica column (ethyl acetate:hexane mix 10:90 to remove diphenylamine impurity, followed by 30:70 to elute product). The product was dried under vacuum to yield a yellow solid (yield 72percent).

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, Diethyl 2-chloromalonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARROWHEAD MADISON INC.; Wakefield, Darren H.; Rossi, Nicholas A.; Sheik, Dan; US2013/121954; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

14064-10-9, name is Diethyl 2-chloromalonate, belongs to esters-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. HPLC of Formula: C7H11ClO4

Step 3; d3-2-(2-Methoxyphenoxy)propanedioic acid diethyl ester: 2-d3-methoxyphenol (5.9 g, 46 mmol) in ethanol (6 mL) and diethylchloromalonate (11.64 g, 60 mmol) in ethanol (6 mL) were sequentially added to a suspension of sodium methoxide (2.76 g, 51 mmol) in 60 mL of absolute ethanol. Under continuous stirring, the mixture was heated at reflux for about 25 hours, then cooled and maintained at ambient temperature for about 4 days. The reaction mixture was filtered and the filtrate was concentrated. The crude product, a yellow oil, was isolated using standard extractive work up and purified by column chromatography on silica gel to yield 9.1 g of the title compound (69percent yield). 1H NMR (300 MHz, CDCl3) delta 1.31 (t, J=7.2 Hz, 6H), 4.32 (q, J=7.2 Hz, 4H), 5.24 (s, 1H), 6.90 (m, 2H), 7.04 (m, 2H); E1-MS m/z=285 (M+). Step 3 d3-2-(2-Methoxyphenoxy)propanedioic acid diethyl ester: The title compound is made by following the procedure set forth in Example 3, step 3.

The synthetic route of 14064-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/242687; (2008); 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. 14064-10-9, name is Diethyl 2-chloromalonate, A new synthetic method of this compound is introduced below., Safety of Diethyl 2-chloromalonate

General procedure: To a stirred solution of 2 (2 mmol) and 3 (2 mmol) in 10 mL of CH2Cl2was added 0.24 mL of isoquinoline (2 mmol) dropwise at 10 8Cover 5 min. The reaction mixture was then allowed to warm toroom temperature and stand for 12 h. The solvent was removedunder reduced pressure, and the residue was purified by silica gel(Merck 230?240 mesh) column chromatography using n-hexane/EtOAc (3:1) mixture as eluent to afford the pure product.

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; Piltan, Mohammad; Yavari, Issa; Moradi, Loghman; Chinese Chemical Letters; vol. 24; 11; (2013); p. 979 – 983;,
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. 14064-10-9, name is Diethyl 2-chloromalonate, A new synthetic method of this compound is introduced below., COA of Formula: C7H11ClO4

EXAMPLE 1 195 g of diethyl chloromalonate were dissolved in 500 ml of acetonitrile, and 320 g of the addition product of 3 mol of hydrogen fluoride and 1 mol of triethylamine were added in the absence of moisture. 100 g of triethylamine were then added and the mixture was stirred at an internal temperature of 80° C. until conversion was complete. The solvent was then distilled off and the residue was poured into water. The diethyl fluoromalonate of formula (Ia) obtained was extracted with methylene chloride and the extract was washed with saturated aqueous sodium hydrogencarbonate solution, dried over magnesium sulphate and fractionated under high vacuum. The yield was 147 g=83percent of theory.

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; Bayer Aktiengesellschaft; US5391811; (1995); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

14064-10-9, name is Diethyl 2-chloromalonate, belongs to esters-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. Computed Properties of C7H11ClO4

[00788] (i) Production of ethyl 4-hydroxy-2-(2-methylpyrazolo[l,5-a]pyridin-3-yl)-l,3-thiazole-5- carboxylate and ethyl 4-ethoxy-2-(2-methylpyrazolo[l,5-a]pyridin-3-yl)-l,3-thiazole-5-carboxylate [00789] A suspension of 2-methylpyrazolo[l,5-a]pyridine-3-carbothioamide hydrochloride (1.7 g, 7.5 mmol) produced in Example 11-B (v) and diethyl chloromalonate (2.0 g, 11 mmol) in 2-propanol (25 mL) was stirred at 900C for 4 hr with heating. The reaction mixture was cooled to room temperature, and MPI09-013Pl RNWOM PCT FILING the precipitated solid was collected by filtration and dried to give ethyl 4-hydroxy-2-(2- methylpyrazolo[1.5-a]pyridin-3-yl)-l,3-thiazole-5-carboxylate (1.45 g, 64percent) as a yellow solid.[00790] 1H-NMR (DMSO-d6, 300 MHz) delta 1.27 (3H, t, J = 7.1 Hz), 2.65 (3H, s), 4.23 (2H, q, J = 7.1Hz), 7.12 (IH, dt, J = 1.3, 6.8 Hz), 7.51 – 7.65 (IH, m), 8.36 (IH, d, J = 8.9 Hz), 8.79 (IH, d, J = 6.8 Hz),11.76 (IH, s).00791] Saturated aqueous sodium bicarbonate solution (100 mL) and ethyl acetate (100 mL) were added to the filtrate, and the mixture was stirred for 30 min. The organic layer was dried over anhydrous magnesium sulfate, the insoluble material was filtered off, and the filtrate was concentrated. The obtained residue was purified by silica gel column chromatography (ethyl acetate) to give ethyl 4-ethoxy-2-(2- methylpyrazolo[l,5-a]pyridin-3-yl)-l,3-thiazole-5-carboxylate (200 mg, 32percent) as a yellow solid.[00792] 1H-NMR (DMSO-d6, 300 MHz) delta 1.27 (3H, t, J = 7.1 Hz), 1.42 (3H, t, J = 6.9 Hz), 2.65 (3H, s), 4.23 (2H, q, J = 7.1 Hz), 4.61 (2H, q, J = 6.9 Hz), 7.12 (IH, dt, J = 1.3, 6.9 Hz), 7.55 – 7.69 (IH, m),8.32 (IH, d, J = 8.9 Hz), 8.79 (IH, d, J = 6.9 Hz).

The synthetic route of 14064-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BANNO, Hiroshi; HIROSE, Masaaki; KURASAWA, Osamu; LANGSTON, Steven, P.; MIZUTANI, Hirotake; SHI, Zhan; VISIERS, Irache; VOS, Tricia, J.; VYSKOCIL, Stepan; WO2010/90716; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 14064-10-9,Some common heterocyclic compound, 14064-10-9, name is Diethyl 2-chloromalonate, molecular formula is C7H11ClO4, 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: diethyl 2-(3-chloro-5-cyanophenoxy)malonate To a solution of 3-chloro-5-hydroxybenzonitrile (14 g, 72 mmol) in acetone (150 mL) was added potassium carbonate (18 g, 130 mmol) and diethyl 2-chloromalonate (10 g, 65 mmol). The mixture was heated at 80° C. for 2 hr. After cooling to r.t., the mixture was concentrated under reduced pressure to remove most of acetone, diluted with water, extracted with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give diethyl 2-(3-chloro-5-cyanophenoxy)malonate (20 g) which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Diethyl 2-chloromalonate, its application will become more common.

Reference:
Patent; Arrington, Kenneth L.; Burgey, Christopher; Gilfillan, Robert; Han, Yongxin; Patel, Mehul; Li, Chun Sing; Li, Yaozong; Luo, Yunfu; Lei, Zhiyu; US2014/100231; (2014); 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. 14064-10-9, name is Diethyl 2-chloromalonate, A new synthetic method of this compound is introduced below., Computed Properties of C7H11ClO4

Example 15 Synthesis of ethyl 4-hydroxy-2-[2′-(trifluoromethyl)biphenyl-3-yl]-1,3-thiazole-5-carboxylate (15) 3-Bromobenzenecarbothioamide (1.00 g, 4.62 mmol) and diethyl chloropropanedioate (1.0 mL, 6.0 mmol) were dissolved in dioxane (35 mL). The mixture was heated at 80°C and stirred overnight, whereupon the solvent was removed under vacuum. Ethyl 2-(3-bromophenyl)-4-hydroxy-1,3-thiazole-5-carboxylate was obtained as a yellow solid (1.09 g, 72percent) by trituration in acetonitrile.

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; Dompe’ S.P.A.; Moriconi, Alessio; Bianchini, Gianluca; Colagioia, Sandro; Brandolini, Laura; Aramini, Andrea; Liberati, Chiara; Bovolenta, Silvia; EP2606888; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 14064-10-9, name is Diethyl 2-chloromalonate, 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: 14064-10-9

General procedure: A mixture of diethyl chloromalonate (19.1 mmol) and suitable sodium phenate (20.1 mmol), prepared from an equivalent amount of the corresponding phenol and sodium in abs EtOH, was stirred and heated under reflux in acetone (100 mL) for 4 h. The solvent was removed under reduced pressure, the residue was taken up with water and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over Na2SO4 and concentrated to give an oily residue which was chromatographed on silica gel column (petroleum ether/ethyl acetate 9:1 as eluent). The desired compounds were obtained as pale yellow oils in 14-77percent yield.

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

Reference:
Article; Fracchiolla, Giuseppe; Laghezza, Antonio; Piemontese, Luca; Parente, Mariagiovanna; Lavecchia, Antonio; Pochetti, Giorgio; Montanari, Roberta; Giovanni, Carmen Di; Carbonara, Giuseppe; Tortorella, Paolo; Novellino, Ettore; Loiodice, Fulvio; Bioorganic and Medicinal Chemistry; vol. 20; 6; (2012); p. 2141 – 2151;,
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. 14064-10-9, name is Diethyl 2-chloromalonate, A new synthetic method of this compound is introduced below., SDS of cas: 14064-10-9

Step 1: 3,4-Dihydro-3-oxo-2H-pyrido[3,2-b]-1,4-oxazin-2-carboxylic Acid Ethyl Ester. Diethyl chloromalonate (9.73 g, 50 mmol) was added to a stirred mixture of 3-hydroxy-2-aminopyridine (5.51 g, 50 mmol), triethylamine (6.97 mL, 50 mmol) and EtOH (100 mL) at room temperature. The mixture was heated at reflux for 17 h and allowed to attain room temperature. The precipitate formed was filtered off, washed with EtOH and dried to give the product as a white solid: yield 3.85 g (35percent); mp 160-162° C. Anal. (C10H10N2O4) C, H, N.

The synthetic route of 14064-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Biovitrum AB; US6465467; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

14064-10-9, name is Diethyl 2-chloromalonate, belongs to esters-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. Recommanded Product: Diethyl 2-chloromalonate

General procedure: To a suspension of CsF (183 mg, 1.20 mmol) in DMF (2.0 mL) was added Et2Zn (1.0 M in toluene,200 muL, 0.20 mmol) under argon atmosphere at ?40 °C. After being stirred at the same temperature for5 min, diethyl alpha-chloromalonate 4a (32 muL, 0.20 mmol) and 3-methoxy-2-(trimethylsilyl)phenyltriflate (1, 63 muL, 0.24 mmol) were added to the reaction mixture. After being stirred at ?40 °C toroom temperature for 12 h, silica gel (0.5 g) was added to the reaction mixture, and then it wasconcentrated under reduced pressure. Purification of the residue by flash silica gel columnchromatography (EtOAc/hexane = 1:20?1:4) afforded dihydrobenzofuran 7a (58.0 mg, 86percent). Undersimilar reaction conditions, dihydrobenzofurans 7b and 11 were synthesized. Products 8a, 12 and 13were also formed.#10;#10;

The synthetic route of 14064-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yoshioka, Eito; Kohtani, Shigeru; Miyabe, Hideto; Molecules; vol. 19; 1; (2014); p. 863 – 880;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics