1122-10-7, 3,4-Dibromo-1H-pyrrole-2,5-dione is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
To a stirred solution of 2,3-dibromomaleimide (510 mg, 2.0 mmol) in CH2Cl2 (20 mL) Et3N(277 ml, 2.0 mmol) was added, then cooled to 0 C and n-propylmercaptan(186 ml, 2.0 mmol) dissolved in CH2Cl2 (10 mL) wasadded dropwise under an argon atmosphere and stirred for 5 h. Thereaction mixture was concentrated, and the crude product waspurified by flash chromatography (hexanes:ethyl acetate 9:1) togive the desired intermediate (261 mg, 52%) as a yellow powder. Toa stirred solution of the intermediate (261 mg,1.04 mmol) in CH2Cl2(20 mL) Et3N (160ml, 1.1 mmol) and n-dodecyl-mercaptan (264 ml,1.1 mmol) were added under an argon atmosphere and stirred for30 min. The reaction mixture was concentrated, and the crudeproduct was purified by flash chromatography (hexanes:ethyl acetate 95:5) to give compound 9a (273 mg, 71%) as a yellowpowder. 1H NMR (400 MHz, CDCl3): d 7.60 (s, 1H, NH), 3.34e3.22(m, 4H, 2x S-CH2), 1.74e1.59 (m, 4H), 1.45e1.37 (m, 2H), 1.30e1.21(m, 16H), 1.03 (t, J 7.4 Hz, 3H), 0.88 (t, J 6.8 Hz, 3H). 13C NMR(101 MHz, CDCl3): d 166.61, 166.40, (2C, 2 x CO) 136.98, 136.71,(2C, 2 x C-S) 33.79, 32.04, 31.95, 30.59, 29.76, 29.69, 29.60, 29.48,29.24, 28.62, 24.03, 22.82, (13C, 13 x CH2) 14.26, 13.23. (2C, 2 x CH3).MS (MALDI-TOF): m/z calculated for C19H33NO2S2 Na [M Na]:394.18. Found: 394.25. Compound 9a was converted into Nethoxycarbonylcompound according to general method A. Thecrude compound 9bwas used in further steps without purification.
1122-10-7 3,4-Dibromo-1H-pyrrole-2,5-dione 14279, apyrrolines compound, is more and more widely used in various.
Reference£º
Article; Sz?cs, Zsolt; Kelemen, Viktor; Le Thai, Son; Csavas, Magdolna; R?th, Erzsebet; Batta, Gyula; Stevaert, Annelies; Vanderlinden, Evelien; Naesens, Lieve; Herczegh, Pal; Borbas, Aniko; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 1017 – 1030;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem