These common heterocyclic compound, 36692-49-6, name is Methyl 3,4-diaminobenzoate, 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. HPLC of Formula: C8H10N2O2
Example 101; (2Z,5Z)-2-[(2,6-dichlorophenyl)imino]-5-{[2-(2-pyridinyl)-1H-benzimidazol-6-yl]m ethylidene}-1,3-thiazolidin-4-one; (a) methyl 2- (2-pyridinyD-lHbenzimidazole-5-carboxylate; A solution of 2-pyridinecarbaldehyde (0.19 g, 1.80 mmol) in 40 % aq. sodium hydrogen sulfite was stirred for 1 h at room temperature before being added to a solution of methyl 3,4-diaminobenzoate (0.300 g, 1.80 mmol) in ethanol (3 mL). The resulting mixture was stirred under reflux overnight. Then it was taken in 10 mL of water and extracted with 3 x 10 mL of ethyl acetate, dried over magnesium sulfate, filtrated and concentrated. Flash chromatography (silica gel, 10 % methanol, dichloromethane) afforded the desired compound as white powder in very low yield (13 %) [MS (ES+) m/e 254 [M+H] +].
The synthetic route of Methyl 3,4-diaminobenzoate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/82901; (2005); A1;,
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