Analyzing the synthesis route of 66315-23-9

Application of 66315-23-9,Some common heterocyclic compound, 66315-23-9, name is Ethyl 3-amino-4-(methylamino)benzoate, molecular formula is C10H14N2O2, 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.

Application of 66315-23-9,Some common heterocyclic compound, 66315-23-9, name is Ethyl 3-amino-4-(methylamino)benzoate, molecular formula is C10H14N2O2, 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.

Step 2-1-1 Ethyl 1,2-dimethyl-1H-benzimidazole-5-carboxylate Ethyl 3-amino-4-methylaminobenzoate (1.00 g, 5.15 mmol) prepared in the Step 1-1-3 was dissolved in acetic anhydride (4 ml), and the mixture was heated under reflux for 19 hours. After being allowed to cool, the mixture was neutralized with a saturated sodium bicarbonate solution and subjected to extraction with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (chloroform:methanol=10:1) to give the title compound (1.15 g, quantitative) as a light-brown oily substance. 1H-NMR (CDCl3) delta: 8.39 (d, J=1.5 Hz, 1H), 7.98 (dd, J=1.5, 8.5 Hz, 1H), 7.28 (d, J=8.5 Hz, 1H), 4.39 (q, J=6.9 Hz, 2H), 3.75 (s, 3H), 2.62 (s, 3H), 1.41 (t, J=6.9 Hz, 3H) Mass, m/z: 218 (M+), 173 (base)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 3-amino-4-(methylamino)benzoate, its application will become more common.

Reference:
Patent; Uchida, Hiroshi; Asagarasu, Akira; Matsui, Teruaki; US2013/79306; (2013); A1;,
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