Electric Literature of 132712-71-1, A common heterocyclic compound, 132712-71-1, name is 3-Methyl-1H-pyrazol-5-ol, molecular formula is C4H6N2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
General procedure: To a neat solution containing 11H-indeno[1,2-b]quinoxalin-11-one (1 mmol), pyrazolone (1 mmol), and malononitrile (1 mmol), 10% mol of Na2CO3 in ethanol(10 mL) was added. The reaction mixture was heated at 70 8C for 12 h. After completion of the reaction as indicated by TLC, the precipitate was filtrated and washed with cold ethanol to afford the pure product 8. 4.5 6′-Amino-3′-methyl-1’H-spiro [indeno[1,2-b] quinoxaline-11, 4′-pyrano[2,3-c]pyrazole]-5′-carbonitrile (8a) Light green powder (0.36 g, yield 93%). Mp 263-266 C. IR (KBr) (vmax/cm-1): 3450, 3274, 3250, 3112, 2976, 2191, 1637, 1607, 1465, 1401. 1H NMR (250 MHz, DMSO-d6): deltaH (ppm) 1.12 (3H, s, CH3), 7.45-8.13 (10H, m, H-Ar and NH2), 12.51 (1H, s, NH). C NMR (62 MHz, DMSO-d6): deltaC (ppm), 9.5 (CH3), 56.5 (C-Spiro), 96.8 (C-CN), 119.3 (CN), 121.4, 122.1, 126.2, 129.4, 129.6, 130.1, 130.8, 133.5, 135.5, 136.0, 141.8,142.5, 151.4, 153.3, 155.9, 162.9 (C-Ar and C-Pyrazole), 164.8 (C-NH2). Anal. calcd for C22H14N6O: C, 69.83; H, 3.73; N, 22.21. Found: C, 69.88; H, 3.72; N, 22.22.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Soleimani, Ebrahim; Hariri, Mina; Saei, Parisa; Comptes Rendus Chimie; vol. 16; 9; (2013); p. 773 – 777;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics