55750-49-7| - Heterocyclic Building Blocks-Pyrrolines

The effect of the change of 5,6-Diamino-1,10-phenanthroline synthetic route on the product

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The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.55750-49-7, name is Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. A new synthetic method of this compound is introduced below., 55750-49-7

55750-49-7, A solution of 82 (278 mg, 0.55 minol) in Tesser?s Base (20 mL, i,4-dioxane/methanol/4M NaOH, 30:9:1 v/v) was stirred at room temperature for 10 minutes. The solution was then concentrated in vacuo to afford a yellow oil, which was used without further purification. To the crude oil was added a mixture of 45 (163 mg, 0.66 minol) in saturated aqueous sodium bicarbonate (14 mL), and the mixture stirred at room temperature for 5 minutes. Themixture was then extracted with dichloromethane (3 x), the combined organic layers dried over anhydrous magnesium sulfate, filtered and the solution concentrated in vacuo. Purification by column chromatography (EtOAc/hexanes, 1:2) afforded the title compound 83 (100 mg, 50%) as a yellow oil. [aID232 = -1.0 (c 1.00 in CHCI3); 1H NMR (400 MHz, CDCI3) oe 1.33-1.41 (2H, m, H-3?), 1.44 (9H, s, Boc), 1.59-1.69 (2H, m, H-4?), 1.81-1.95(2H, m, H-2?), 2.39 (3H, s, 3?-Me), 3.51 (2H, t, J = 7.2 Hz, H-5?), 4.97-5.01 (iH, m, H-i?),5.09 (iH, d, J = 7.4 Hz, NH), 6.69 (2H, 5, H-3, H-4); 13C NMR (100 MHz, CDCI3) oe 11.5 (CH3, 3?-Me), 22.4 (CH2, C-3?), 27.9 (CH2, C-4?), 28.3 (3 x CH3, Boc), 33.4 (CH2, C-2?),37.2 (CH2, C-5?), 48.0 (CH, C-i?), 80.4 (C, Boc), 134.1 (2 x CH, C-3, C-4), i55.0 (C, Boc),i67.i (C, C-3?), i70.8 (2 x C, C-2, C-5), 179.1 (C, C-5?); Vmax (cm1) 3336, 2925, i702,1514, i367, ii64, 828; HRMS-ESI [M+Na] Calcd. for C17H24N4O5Na 387.i639, found387. i652.

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Reference£º
Patent; SAMMUT, Ivan Andrew; HARRISON, Joanne Clare; HEWITT, Russell James; READ, Morgayn Iona; STANLEY, Nathan John; WOODS, Laura Molly; KUEH, Jui Thiang Brian; JAY-SMITH, Morgan; SMITH, Robin Andrew James; GILES, Gregory; LARSEN, Lesley; RENNISON, David; BRIMBLE, Margaret Anne; LARSEN, David Samuel; (209 pag.)WO2017/95237; (2017); A1;,
Pyrroline – Wikipedia
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Little discovery in the laboratory: a new route for 55750-49-7

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of 55750-49-7. We look forward to the emergence of more reaction modes in the future.

One of the major reasons is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time, to discover the sequence of events that occur at the molecular level. 55750-49-7, name is Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate, introduce a new downstream synthesis route., 55750-49-7

55750-49-7, b) N-(tert.butyloxycarbonyl)-5-(N-maleinimido)pentylamine 13.1 g (50 mmol) of the compound prepared according to Example 1b is dissolved in 250 ml saturated sodium carbonate solution. The solution is filtered over a folded filter and cooled to 0 C. 8.4 g (50 mmol) N-(ethoxycarbonyl)-maleinimide is added while stirring and is left to stir for a further 15 min at room temperature, during which the N-(ethoxycarbonyl)-maleinimide dissolves completely after a short time. Subsequently 400 ml tetrahydrofuran is added together with 250 ml saturated sodium carbonate solution and it is allowed to react for a further 1 h. The solution is then extracted with 2*500 ml acetic ester, the extract is washed with 500 ml water and dried with 50 g Na2 SO4. After evaporation in a rotary evaporator the product is obtained as a viscous oil which is dried in a high vacuum. Yield: 9.6 g (corresponds to 68% of the theoretical yield). TLC: silica gel, n-butanol/glacial acetic acid/water 40/10/50 (v/v/v), spray with 0.1% KMnO4 solution; Rf =0.85.

Reference£º
Patent; Boehringer Mannheim GmbH; US5595741; (1997); A;,
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Little discovery in the laboratory: a new route for 55750-49-7

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. We look forward to the emergence of more reaction modes in the future.

55750-49-7, The molecularity of an elementary reaction is the number of molecules that collide during that step in the mechanism. If there is only a single reactant molecule in an elementary reaction, that step is designated as unimolecular.55750-49-7, name is Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. A new synthetic method of this compound is introduced below.

55750-49-7, To a solution of 1,5-diaminopentane (0.86 g, 8.5 minol) in water (100 mL) at 0 C was added dropwise a solution of di-tert-butyl dicarbonate (0.46 g, 2.1 minol) in 1,4-dioxane (150 mL), and the mixture stirred at room temperature for 16 h. The mixture was then concentrated by half in vacuo, filtered, and the filtrate extracted with ethyl acetate (3 x). The combined organic layers were then dried over anhydrous magnesium sulfate, filteredand the solution concentrated in vacuo to afford a yellow oil, which was used without further purification. To a solution of the crude oil in saturated aqueous sodium bicarbonate (8 mL) at 0 C was added 45 (248 mg, 1.0 minol), and the mixture stirred at 0 C for 30 minutes. A solution of acetonitrile/water (16 mL, 1:1 v/v) was then added and the mixture stirred at room temperature for 4 h. The mixture was then extracted with dichloromethane (3 x), thecombined organic layers dried over anhydrous magnesium sulfate, filtered and the solutionconcentrated in vacuo. Purification by column chromatography (EtOAc/hexanes, 1:2)afforded the title compound 57 (94 mg, 40%) as a colourless oil. 1H NMR (400 MHz, CDCI3)oe 1.26-1.31 (2H, m, H-3?), 1.42 (9H, s, Boc), 1.45-1.52 (2H, m, H-2?), 1.55-1.63 (2H, m,H-4?), 3.06-3.09 (2H, m, H-i?), 3.50 (2H, t, J = 7.2 Hz, H-5?), 4.50-4.55 (1H, m, NH), 6.67(2H, s, H-3, H-4); 13C NMR (100 MHz, CDCI3) oe 23.9 (CH2, C-3?), 28.2 (CH2, C-4?), 28.4 (3x CH3, Boc), 29.5 (CH2, C-2?), 37.6 (CH2, C-5?), 40.3 (CH2, C-i?), 79.0 (C, Boc), 134.1 (2 xCH, C-3, C-4), 156.0 (C, Boc), 170.8 (2 x C, C-2, C-5); vmax (cm1) 3365, 2939, 1698,1675, 1529, 1412, 1272, 1165, 1117, 832, 695; HRMS-ESI [M+Na] Calcd. forC14H22N2O4Na 304.1472, found 305.1467.

This molecular description is the mechanism of the reaction; it describes how individual atoms, ions, or molecules interact to form particular products.If you are interested, you can also browse other articles of Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. We look forward to the emergence of more reaction modes in the future.

Fun Route: New Discovery of 1,10-Phenanthrolin-5-amine

A chemical reaction often occurs in steps, although it may not always be obvious to an observer. Thank you very much for taking the time to read this article. If you are also interested in other aspects of 55750-49-7, you can also browse my other articles.

55750-49-7, A balanced equation for a chemical reaction indicates what is reacting and what is produced, but it reveals nothing about how the reaction actually takes place. The reaction mechanism is the process, or pathway, by which a reaction occurs.55750-49-7, name is Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate. An updated downstream synthesis route of 55750-49-7 as follows.

55750-49-7, a) N-(tert.-butyloxycarbonyl)-2-(N-maleinimido)ethylamine 0.8 g (5 mmol) of the compound produced according to Example 1a is dissolved in 25 ml saturated sodium bicarbonate solution. The solution is filtered over a folded filter and cooled to 0 C. Subsequently 0.84 g (5 mmol) N-(ethoxycarbonyl)maleinimide (produced according to the method of O. Keller and J. Rudinger, Helv. Chim. Acta 58 (1975), 531-541) is added while stirring and it is left to stir for a further 15 min at room temperature. During this the N-(ethoxycarbonyl)maleinimide dissolves completely after a short time while the title compound precipitates during the course of the reaction. 40 ml THF is added and stirred for a further 45 min at room temperature. Afterwards it is adjusted to pH 6.0 with 1n HCl, extracted twice with 50 ml acetic ester and the extract is dried with 5 g Na2 SO4. After evaporation in a water-jet vacuum the title compound is obtained as a colourless, solid residue. Yield: 1.1 g (92% of the theoretical yield). TLC: silica gel, chloroform/acetic ester (66/33 v/v), spray with 0.1% KMnO4 solution; Rf =0.50.

Reference£º
Patent; Boehringer Mannheim GmbH; US5595741; (1997); A;,
Pyrroline – Wikipedia
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New learning discoveries about 55750-49-7

As the paragraph descriping shows that 55750-49-7 is playing an increasingly important role.

55750-49-7, Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

55750-49-7, To a solution of 1-((tert-butoxycarbonyl)amino)-2-aminoethane (42)23 26, 27 (1.13 g, 7.1 minol) in saturated NaHCO3 (35 mL) at 0 C was added N-(ethoxycarbonyl)maleimide22 (45) (1.1 g, 7.1 minol). The reaction mixture was warmed to rt and stirred for 15 min.THF (55 mL) was then added and the reaction mixture stirred for a further 45 mi H20 (50 mL) was added and the aqueous phase extracted with EtOAc (3 x 75 mL). The combined organic extracts were washed with saturated NaCI (100 mL) and dried over Mg504. Removal of the solvent in vacuo gave an off-white solid that was purified by flash chromatography (0%, then 5%, then 10% EtOAc in CH2CI2) to yleld the title compound 46(1.1 g 58%) as a white solid. Mp. 126-128 C; Rf(10% EtOAc in CH2CI2) 0.28; IR (ATR)vmaxjcm1 3350 (C-H), 3089 (C-H), 2977, 1701 (C=O), 1678 (C=O), 1516, 1434, 1288,1256, 1167, 944, 844, 692, 623; 1H NMR (400 MHz, CDCI3) oe 1.40 (9H, 5), 3.30-3.35 (2H,m), 3.66 (2H, t, J = 6.0 Hz), 4.74 (1H, br 5), 6.71 (2H, 5); 13C NMR (100 MHz, CDCI3) oe28.3, 38.0, 39.4, 79.5, 131.1, 155.9, 170.8. The 1H and 13C NMR data obtained was in agreement with that reported from literature.23

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Analyzing the synthesis route of 55750-49-7

The synthetic route of 55750-49-7 has been constantly updated, and we look forward to future research findings.

55750-49-7, Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The synthetic route of 55750-49-7 has been constantly updated, and we look forward to future research findings.

Downstream synthetic route of 55750-49-7

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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.55750-49-7,Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate,as a common compound, the synthetic route is as follows.

55750-49-7, A solution of 62 (2.12 g, 5.4 minol), acetic acid (1.5 mL) and palladium-on-carbon (0.2 g,10% w/w) in methanol (30 mL) was stirred at room temperature under a hydrogenatmosphere for 90 minutes. The mixture was then filtered through Celite and the solution concentrated in vacuo to afford a yellow oil, which was used without further purification. To the crude oil was added a mixture of 45 (1.36 g, 8.1 minol) in saturated aqueous sodium bicarbonate (50 mL) at 0 C, and the mixture stirred at 0 C for 10 minutes. Acetonitrile (25mL) was then added and the mixture stirred at room temperature for 90 min. The mixture was then extracted with dichloromethane (3 x), the combined organic layers dried over anhydrous magnesium sulfate, filtered and the solution concentrated in vacuo. Purification by column chromatography (EtOAc/hexanes, 1:2) afforded the title compound 63 (1.43 g, 78%) as a yellow oil. [aID237 = + 11.1 (c 1.00 in CHCI3); 1H NMR (400 MHz, CDCI3) oe 1.31-1.38 (2H, m, H-4?), 1.44 (9H, s, Boc), 1.59-1.67 (3H, m, Hb-3?, H-5?), 1.79-1.83 (1H, m,Ha3?), 3.51 (2H, t, J = 7.2 Hz, H-6?), 3.74 (3H, s, OMe), 4.27 (1H, m, H-2?), 5.08 (1H, d, J= 7.9 Hz, NH), 6.70 (2H, s, H-3, H-4); 13C NMR (100 MHz, CDCI3) oe 22.4 (CH2, C-4?), 28.0(CH2, C-5?), 28.3 (3 x CH3, Boc), 32.1 (CH2, C-3?), 37.3 (CH, C-6?), 52.2 (CH3, OMe), 53.2(CH, C-2?), 79.8 (C, Boc), 134.1 (2 x CH, C-3, C-4), 155.3 (C, Boc), 170.7 (2 x C, C-2, C-5), 173.1 (C, C-i?); vmax (cm1) 3374, 2952, 1698, 1365, 1160, 828, 694; HRMS-ESI[M+Na] Calcd. for C16H24N2O6Na 363.1527, found 363.1528.

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Simple exploration of 55750-49-7

55750-49-7 Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 319934, apyrrolines compound, is more and more widely used in various fields.

A solution of 1.08 grams of propargylamine hydrochloride in 50 ml of saturated sodium bicarbonate was cooled with an ice water bath, and 2.0 grams of N-carboethoxymaleimide were added portionwise over a few minutes. The reaction was stirred in the cold for 30 min., then while warming to room temperature over 25 min. The reaction was then extracted with 3*25 ml of dichloromethane, which was dried over sodium sulfate, filtered and concentrated. The residue was taken up in 10 ml of ethyl acetate and heated at 50 C. for two hours to complete the cyclization. The reaction was concentrated and the residue was which was subjected to flash column chromatography on silica gel with 30% ethyl acetate in hexane. A second chromatography as before gave 1.24 g of the product as a very light yellow oil. NMR (CDCl3): delta 6.77 (s, 2H, CHC=O), 4.30 (d, 2H, NCH2, J=2.4 Hz), 2.22 (t, 1H, CCH, J=2.5 Hz).

55750-49-7 Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 319934, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; Oligasis; Charles, Stephen A.; Perlroth, Victor D.; Benoit, Didier G.; Clizbe, Lane A.; To, Wayne; Zadik, Linda J.; Pratt, Jeanne M.; US2014/24776; (2014); A1;,
Pyrroline – Wikipedia
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Brief introduction of 55750-49-7

The synthetic route of 55750-49-7 has been constantly updated, and we look forward to future research findings.

Analyzing the synthesis route of 55750-49-7

55750-49-7, The synthetic route of 55750-49-7 has been constantly updated, and we look forward to future research findings.

55750-49-7, Ethyl 2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(11) Synthesis of the following IL- Ira conjugate:JV-(ethoxycarbonyl) maleimide (0.53 g, 3.1 mmol) was added to N-(tert- butoxycarbonyl)-ethylenediamine (0.40 g, 2.5 mmol) in saturated aqueous bicarbonate solution (15 mL) at 00C. The reaction mixture was stirred for 30 min at 00C, and then stirred for an additional 1.0 hour at room temperature. The aqueous layer was extracted with methylene chloride (30 mL) three times. The combined organic layers were dried over anhydrous magnesium sulfate and concentrated under vacuum.

55750-49-7, The synthetic route of 55750-49-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; YUAN, Ta Tung; CHUANG, Shih-Hsien; LIU, Tzu-Yin; WO2011/9047; (2011); A2;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem