Related Products of 2058-72-2, 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 2058-72-2 as follows.
General procedure: Dialkyl acetylenedicarboxylate 2 (1 mmol) was added to a magnetically stirred 5 mL flat bottom flask containing hydrazine hydrate (1 mmol) and H2O (2 mL) at room temperature. After 10 min, isatin 1(1 mmol) malononitrile (1 mmol) and NaCl (20 mol %) were added and the reaction heated at 50 C for 10 min. After completion of the reaction (monitoring by TLC), the reaction mixture was filtered and the precipitate washed with water and then ether to afford the pure products 3a-h. Methyl 6?-amino-5-bromo-5?-cyano-1-methyl-2-oxo-1?H-spiro-[indoline-3,4?-pyrano[2,3-c]pyrazole]-3?-carboxylate (3g): Yellow powder; yield: 0.25 (80%); m.p. 275-276 C; IR (KBr): 3432, 3307, 3173 (NH2and 2NH), 2200 (C?N), 1720 (CO2Me), 1698 (NCO), 1638, 1602, 1487 (Ar), 1190 (C-O) cm-1; 1H NMR: delta3.35 (3H, s, NCH3), 3.48 (3H, s, OCH3), 7.09 (1H, d, 3JHH= 7.6 Hz, CH6of Ar), 7.31 (1H, s, CH4of Ar), 7.44 (2H, s, NH2), 7.50 (1H, d, 3JHH= 7.2 Hz, CH7of Ar), 14.05 (1H, s, NH) ; 13C NMR: delta26.5 (NCH3), 47.0 (Cspiro), 52.0 (OCH3), 55.5 (C-CN), 99.8 (C3?), 110.2 (CH7), 114.3 (C-Br), 117.8 (CN), 126.4 (CH4), 128.3 (C3a), 131.3 (CH6), 135.2 (C-CO2Me), 142.9 (C7a), 155.9 (OCN), 157.6 (CO2Me), 161.2 (C-NH2), 175.4 (C=O of isatin); MS (EI, 70 eV): m/z (%) = 430 [M+], 403, 287, 142, 101, 83, 59. Anal. calcd for C17H12BrN5O4(430.21): C, 47.46; H, 2.81; N, 16.28; found: C, 47.39; H, 2.74; N, 16.37%.
According to the analysis of related databases, 2058-72-2, the application of this compound in the production field has become more and more popular.
Reference:
Article; Alizadeh, Abdolali; Moafi, Leila; Journal of Chemical Research; vol. 39; 8; (2015); p. 464 – 466;,
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