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17057-04-4 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid 86925, apyrrolines compound, is more and more widely used in various fields.

17057-04-4, 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A cooled suspension (0 C) of molecule 3 (211 mg, 0.97 mmol) in methylene chloride (4.5 mL) was treated with triethylamine (190 mu, 1.36 mmol) and isobutyl chloroformate (175 mu, 1.34 mmol). The mixture was stirrred for 1 h at 0C and at room temperature (22 C) for about 1 h. Afterwards, tert-butyl carbazate (128 mg, 0.97 mmol) dissolved in methylene chloride (0.8 mL) was added dropwise to the mixture and stirred for an additional 12 h at 22C. The reaction mixture was diluted with ethyl acetate (55 mL) and methylene chloride (20 mL) and washed twice with saturated NaHC03(2 x 50 mL), twice with 0.1 N HCl (2 x 50 mL), twice with saturated NaCl (2 x 50 mL), and finally with H20 (50 mL). The organic phase was dried (MgS04) and evaporated to give crude derivative 4. The product was purified by flash chromatography, using a mixture of hexanes / acetone (3/2), to yield 173 mg (54%) of 4. The spectral data of this derivative correspond to those reported in the literature.10IR (v, cm”1): 3360-3240 (NH), 3087 (C=C), 2988 (CH, aliphatic), 1733 (C=0), 1706 (C=0); 1H NMR (acetone-d6, delta ppm): 9.05 (s, 1H, NH), 8.02 and 7.53 (2 x d, J=8.6 Hz, 4H, aromatic), 7.07 (s, 2H, maleimide), 2.84 (br s, 1H, NH), 1.45 (s, 9H, 3 x CH3);13C NMR (acetone-d6, delta ppm): 169.3 (2), 166.0, 155.7, 135.1, 134.6 (2), 131.6, 127.9 (2), 125.9 (2), 79.6, 27.5 (3); ESI+HRMS: (M+Na)+ calculated for C16H17N3NaO5 = 354.1060; found = 354.1072; (M -2-methylpropene +H)+ calculated for C12H11N3O5= 276.0620; found = 276.0627., 17057-04-4

17057-04-4 4-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-benzoicacid 86925, apyrrolines compound, is more and more widely used in various fields.

Reference£º
Patent; 3R VALO, S.E.C.; BERUBE, Gervais; REYES-MORENO, Carlos; (121 pag.)WO2017/177316; (2017); A1;,
Pyrroline – Wikipedia
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