Synthetic Route of 18595-14-7,Some common heterocyclic compound, 18595-14-7, name is Methyl 4-amino-3-methylbenzoate, molecular formula is C9H11NO2, 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.
1.0016 g (8.1358 mmol) of pyridine-4-carboxylic acid dissolvedin 10 mL of thionyl chloride was stirred and refluxed for 3 h. Then1.3423 g (8.1258 mmol) of methyl-4-amino-3-methylbenzoate wasadded in 35 mL of chloroform into the precipitated acid chloride. The reaction mixture was heated with stirring for another 2 h and ayellow powder precipitated.2.2500 g (7.3351 mmol, yield ca.: 90%, Anal. Cal. C15H15Cl1N2O3[%]: C, 58.73; H, 4.93; N, 9.13; Found: C, 58.57; H, 4.66; N, 9.13) ofobtained powder was filtered and washed with chloroform anddiethyl ether. The yellow needles precipitated after recrystallizationfrom acetonitrile/MeOH solution mixture. 1H NMR (600 MHz,MeOD) delta 10.61 (s, 1H), 9.14-9.06 (m, 1H), 8.56 (d, J 6.5 Hz, 1H),7.99 (dd, J 1.4, 0.4 Hz, 1H), 7.92 (dd, J 8.3, 1.7 Hz, 1H), 7.65 (d,J 8.3 Hz, 1H), 3.92 (s, 1H), 2.41 (s, 1H). 13C NMR (151 MHz, MeOD)delta 168.16, 163.71, 152.05, 144.43, 140.80, 135.13, 133.23, 129.95,128.93, 127.12, 126.99, 52.83, 18.36. FT-IR (KBr, cm1): 3436 n(O-HKBr), 3241 n(N-H), 3170, 3105, 3053, 3010, 2955, 2866 n(C-H),1712, 1689 n(C]O), 1633-1434 n(ringC]C), 1315e1139 n(C-O) and(C-N) overlapped, 840, 770, 647 d(C-H ringC]C)oop.
The synthetic route of 18595-14-7 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Kwiatek, Dorota; Kubicki, Maciej; Skokowski, Przemys?aw; Gruszczy?ska, Joanna; Lis, Stefan; Hnatejko, Zbigniew; Journal of Molecular Structure; vol. 1178; (2019); p. 669 – 681;,
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