Category: 40876-98-0

Synthetic Route of 40876-98-0, These common heterocyclic compound, 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, 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: A mixture of compound 1 (1 equiv) and aldehyde (1 equiv) together with an equimolar amount of amine in ethanol was refluxed towards completion (0.5 – 2 hours). Iced-water was added to the mixture after cooling and HCl was then added dropwise to pH 1. Filter the solid while appear. Traces aldehyde in the crude product was washed with water and ether to give (4a-k). Ethyl 4-hydroxy-5-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate (4a) White solid; 60%; m.p. 106-109oC. IR (ATR) n/cm-1: 3344 (OH), 2986 (NH, amide), 1782 (C=O, ester), 1687 (C=C), 1670 (-N-C=O, amide), 1302 (C-N); 1H-NMR (400 MHz, CDCl3): delta 4.91-4.85 (2H, s, CH2), 4.39-4.32 (2H, q, J= 7.2 Hz, CH2), 1.38-1.31 (3H, t, J= 7.1 Hz, CH3); 13C-NMR (100 MHz, CDCl3,): delta 166.54 (COH), 164.23 (C=O) 151.29 (C=O), 116.09 (quat. C), 66.26 (OCH2), 62.09 (CH2), 14.34 (CH3); Anal. Calcd. for C7H9NO4: C, 49.12; H, 5.30; N, 8.18; O, 37.39. Found: C, 49.30; H, 4.65; N, 7.04; O, 39.01; GCMS m/z(EI, + ve): found 172.00 ([M]+), C7H9NO4 calculated 172.06

The synthetic route of 40876-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bacho, Muhamad Zulfaqar; Hamzah, Ahmad Sazali; Kamarulzaman, Firdaus; Mohammat, Mohd Fazli; Shaameri, Zurina; Wibowo, Agustono; Oriental Journal of Chemistry; vol. 36; 2; (2020); p. 309 – 319;,
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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. 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 40876-98-0

(a) 6-Hydroxy-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester 5-Aminopyrazole (25 g) and diethyl oxalacetate sodium salt (74.4 g) were dissolved under cooling in 1N hydrochloric acid. 68.75 mL of glacial acetic acid were added and the mixture was stirred at 80 C. for 14 h. The mixture was cooled to room temperature and the formed precipite was filtered off and titurated in ethyl acetate to give 16.06 g (26%) of the desired product. LC/MS (Method LC1): Rt=0.86 min: m/z=208.07 [M+H]+.

The synthetic route of 40876-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; PLETTENBURG, Oliver; LOEHN, Matthias; MENDEZ-PEREZ, Maria; HACHTEL, Stephanie; PODESCHWA, Michael; KANNT, Aimo; IVASHCHENKO, Yuri; BJERGARDE, Kirsten; US2013/150340; (2013); A1;,
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Ester – an overview | ScienceDirect Topics

Related Products of 40876-98-0, 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 40876-98-0 as follows.

5-Hydroxy-1-methyl-1H-pyrazole-3-carboxylic acid ethyl ester; [Show Image] (1) To a solution of diethyl oxalacetate sodium salt (30.0 g) in toluene (200 ml), acetic acid (200 ml) and methylhydrazine (15 ml) were added and stirred at 100C for 8.5 hours. The reaction mixture was concentrated, and the resulting residue was diluted with saturated aqueous sodium chloride and extracted with AcOEt. The resulting organic layer was dried over MgSO4, filtered and evaporated under reduced pressure to remove the solvent. The resulting solid was washed with Et2O/hexan (Et2O/hexane = 2/1) and dried to give the titled compound (18.8 g, brown powder). 1H NMR (600 MHz, DMSO-D6) delta ppm: 1.25 (t, J=7.1 Hz, 3 H), 3.59 (s, 3 H), 4.16-4.25 (m, 2 H), 5.77 (s, 1 H)

According to the analysis of related databases, 40876-98-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1988081; (2008); A1;,
Ester – Wikipedia,
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Reference of 40876-98-0, The chemical industry reduces the impact on the environment during synthesis 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of 1a (109 mg, 0.5 mmol) and 2a (116 mg, 0.55 mmol) in DMF (1.0 mL) was stirred at 120 C for 1 h. After the usual aqueous extractive workup and column chromatographic purification process (hexanes/EtOAc, 4:1), compound 4a was obtained as pale yellow oil, 123 mg (75%). Other compounds were synthesized similarly, and the spectroscopic data of 4a fare as follows.

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, Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yu, Jin; Kim, Ko Hoon; Lee, Hyun Ju; Kim, Jae Nyoung; Bulletin of the Korean Chemical Society; vol. 34; 10; (2013); p. 3027 – 3032;,
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Ester – an overview | ScienceDirect Topics

Related Products of 40876-98-0, 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. 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, This compound has unique chemical properties. The synthetic route is as follows.

5-Aminopyrazole (25 g) and diethyl oxalacetate sodium salt (74.4 g) were dissolved under cooling in 1 N hydrochloric acid. 68.75 ml_ of glacial acetic acid were added and the mixture was stirred at 80C for 14 h. The mixture was cooled to room temperature and the formed precipite was filtered off and titurated in ethyl acetate to give 16.06 g (26%) of the desired product.LC/MS (Method LC1 ): Rt = 0.86 min; m/z = 208.07 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SANOFI; Plettenburg, Oliver; Loehn, Matthias; Mendez-Perez, Maria; Hachtel, Stephanie; Podeschwa, Michael; Kannt, Aimo; Ivashchenko, Yuri; Bjergarde, Kirsten; WO2013/60636; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, 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 40876-98-0, Application In Synthesis of Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate

[4-((1R,5S,7S)-(1S,6R,8R)-9-bicyclo[4.3.1]dec-8-yl-3-oxa-9-aza-bicyclo[3.3.1]non-7-yl)-3-oxo-3,4-dihydro-quinoxalin-2-yl]-acetic acid ethyl ester (d6) To a solution of c1 (578 mg, 1.64 mmol) in ethanol (6 mL) was added oxalacetic acid diethyl ester sodium salt (977 mg, 4.41 mmol) and acetic acid (0.505 mL, 8.83 mmol) at temperature of about 25 C. under a nitrogen atmosphere. The mixture was stirred at 100 C. for 8 hr. The reaction mixture was diluted with saturated aqueous NaHCO3, then extracted with CHCl3 (2*30 mL). The combined organic phases were washed with saturated aqueous NaCl and dried (MgSO4) and concentrated. The resulting brown solid was chromatographed (silica-gel 45 g, AcOEt/n-hexane=1/3?1/0) to provide 385 mg of compound d6 as a light brown solid. (Yield 49%) d6: 1H-NMR (300 MHz, CDCl3) delta: 1.23-1.38 (m, 2H), 1.28 (t, J=7.2 Hz, 3H), 1.42-1.88 (m, 12H), 2.08-2.32 (m, 4H), 2.35-2.60 (m, 2H), 3.14 (m, 1H), 3.33 (d, J=10.8 Hz, 2H), 3.64 (d, J=10.8 Hz, 2H), 3.74-3.84 (m, 2H), 3.94 (s, 2H), 4.22 (q, J=7.2 Hz, 2H), 5.94 (m, 1H), 7.30 (t, J=7.8 Hz, 1H), 7.53 (td, J=1.2 Hz, 7.8 Hz, 1H), 7.83 (dd, J=1.2 Hz, 7.8 Hz, 1H), 8.18 (brs, 1H); LC/MS: m/z=494.3[M+H]+ (Calc: 493).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, and friends who are interested can also refer to it.

Reference:
Patent; Shionogi & Co., Ltd.; Purdue Pharma L.P.; MARRA, Jeffrey Michael; Tsuno, Naoki; Ueno, Tatsuhiko; Zhou, Xiaoming; US2014/187544; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

A solution of sodium hydroxide (2.85 g, 71.3 mmol) in water (3 ml) was added to a stirred solution of diethyl oxaloacetate sodium salt (8.7 g, 50 mmol) in water (50 ml) and the mixture stirred for 20 minutes. Cyclopropylcarboxamidine hydrochloride salt (5.0 g, 40 mmol) was added to the solution and the mixture was heated at 70 0C overnight, then cooled to ambient temperature and acidified to pH1 by the cautious addition of concentrated hydrochloric acid. The precipitate was isolated by filtration and dried to yield 2-cyclopropyl-4-hydroxypyrimidine-6-carboxylic acid (4.7 g, 63%). 1H nmr (400MHz, d6-DMSO) deltaH 13.30 (1 H, br s), 12.97 (1 H, br s), 6.59 (1 H, s), 1.94 (1 H, quintet), 1.04 (4H, m) ppm.

The synthetic route of 40876-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG; WHITTINGHAM, William, Guy; WINN, Caroline, Louise; GLITHRO, Harry; BOUSSEMGHOUNE, Mohamed, Abdelouahab; ASPINALL, Mary, Bernadette; WO2010/92339; (2010); 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. 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H11NaO5

General procedure: A mixture of malononitrile(2) (0.01 mol) and aromatic aldehyde (3) (0.01 mol) in EtOH was heated for 1 h. Next, a mixture of the sodium salt of diethyloxaloacetate (0.01 mol) (1)and hydrazine hydrate (4) in AcOH was added. The solution was heatedat 120omicronC for 15-30 min. After cooling, the precipitated solid was filtered,and recrystallized from EtOH.

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 40876-98-0.

Reference:
Article; Gein; Zamaraeva; Slepukhin; Tetrahedron Letters; vol. 55; 33; (2014); p. 4525 – 4528;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 40876-98-0, These common heterocyclic compound, 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, 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: A mixture of malononitrile (3) (0.01 mol), isatin (4) (0.01 mol) and Et3N (1mL) in EtOH (10 mL) was stirred at room temperature for 0.5 h. Next, a mixture of diethyl oxalacetate sodium salt (1) (0.01 mol) and hydrazine hydrate (4) (0.01 mol) in AcOH (10 mL) was added. After reaction completion, the resulting precipitate was collected by filtration and the crude product was recrystallized from EtOH.

The synthetic route of 40876-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gein, Vladimir L.; Zamaraeva, Tatiana M.; Slepukhin, Pavel A.; Tetrahedron Letters; vol. 58; 2; (2017); p. 134 – 136;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 40876-98-0, 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 40876-98-0 as follows.

Sten 1: Synthesis of ethyl 1 -(2-fluorobenzyl)-5 -hydroxy- 1 H-pyrazole-3 -carboxylate.A mixture containing acetic acid (15 equiv.) and diethyl oxalacetate sodium salt (1 equiv.) in benzene was stirred at 25 C for 30 mm. To this mixture was added (2-fluorobenzyl)hydrazine hydrochloride (2 equiv.). The resulting mixture was heated to 100 C for 2 h. The mixture was cooled to 23 C and concentrated under vacuum. The precipitate formed was collected by filtration. The solid was dissolved in ethyl acetate and washed with iN HC1 solution (x3). The organic layer was dried, filtered, and evaporated to give a solid containing the desired product. The solid was rinsed with a minimal amount of a methanol-diethyl ether mixture, dried under vacuum to deliver the desired intermediate, ethyl 1 -(2-fluorobenzyl)-5 -hydroxy-1H-pyrazole-3-carboxylate (11.8 g, 71 % yield) as a cream colored solid.?H NMR (500 MHz, CD3OD) ppm 7.24 – 7.41 (m, 1 H), 7.09 – 7.16 (m, 2 H), 7.02 – 7.07 (m, 1 H), 5.95 (s, 1 H), 5.29 (s, 2 H), 4.33 (q, 2 H), 1.36 (t, 3 H).

According to the analysis of related databases, 40876-98-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRONWOOD PHARMACEUTICALS, INC.; RENHOWE, Paul Allen; SHEPPECK, James Edward; NAKAI, Takashi; IYER, Karthik; PERL, Nicholas Robert; RENNIE, Glen Robert; WO2015/89182; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics