Category: 55750-49-7

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 suspension of crude di-Boc triamine 49 (11.1 g, 36.6 minol) in saturated NaHCO3(183 mL) at rt was added powdered N-(ethoxycarbonyl)maleimide (45)22 (6.2 g,36.7 minol). After stirring the reaction mixture for 15 mi THF was added (281 mL) andthe resulting biphasic suspension was stirred vigourously at rt for 2 h. H20 (100 mL) was then added and the aqueous phase extracted with EtOAc (3 x 100 mL). The combined organic extracts were washed with saturated NaCI (150 mL), dried over MgSO4 and then concentrated in vacuo to afford an orange oil. Purification by flash chromatography (O%, then 5%, then 10%, then 50 % EtOAc in CH2CI2) gave a mixture of the title compound 50and ethyl carbamate (3.7 g) as a yellow oil.An analytically pure sample ofSOl was obtain by re-purification by flash chromatography(O%, then 5%, then 20% EtOAc in CH2CI2, then 100% EtOAc) to afford the title compound33 as a pale yellow oil that forms colourless crystals upon cooling. Mp. 105-107 C;Rf(5% EtOAc in CH2CI2) 0.11, R, (20% EtOAc in CH2CI2) 0.38; IR (ATR) vmaxjcm1 2976,2929, 1708 (C=O), 1671 (C=O), 1508, 1404, 1364, 1251, 1155, 824, 696: 1H NMR (500MHz, CDCI3) oe inter alia 1.37-1.40 (18H, m), 3.21-3.29 (4H, m), 3.38-3.40 (2H, m), 3.62-3.67 (2H, m), 5.07 (1H, br 5), 6.65-6.69 (2H, m); 13C NMR (125 MHz, CDCI3) oe inter alia28.2, 28.3, 35.9, 36.2, 39.4, 45.6, 45.9), 46.5, 47.7, 79.1, 80.1, 80.3), 134.1, 134.1,134.2, 155.6, 155.8, 156.0), 170.3, 170.7; HRMS (ESI-TOF) m/z: [M + Na] Calcd forC18H29N3NaO6 406.1949; Found 406.1968.

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; 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
1-Pyrroline | C4H7N – PubChem

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, 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.

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

Reference£º
Patent; Boehringer Mannheim GmbH; US5595741; (1997); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem