Reference of 36692-49-6,Some common heterocyclic compound, 36692-49-6, name is Methyl 3,4-diaminobenzoate, molecular formula is C8H10N2O2, 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.
To a stirred suspension of methyl 3,4-diaminobenzoate (10.0 g, 60.2 mmol) and N-hydroxyethanimidamide (10.6 g, 95 % purity, 135 mmol) in dioxane (20 mL) was addedcaesium carbonate (19.6 g, 60.2 mmol) and the mixture was stirred at 110 C for 2 h. Water was added and the mixture was extracted with ethyl acetate. The organic phase was dried (sodium sulfate), filtered and the solvent was removed in vacuum to give a solid that was triturated with methanol to give 8.00 g (70 % yield) of the title compound.LC-MS (Method 2): R1 = 0.67 mm; MS (ESIpos): m/z = 191 [M+H]1H-NMR (400 MHz, DMSO-d6)oe [ppm]: 2.308 (16.00), 4.831 (2.74), 5.429 (3.11), 6.583 (2.69),6.603 (2.81), 7.148 (1.50), 7.153 (1.72), 7.169 (1.30), 7.174 (1.62), 7.212 (3.04), 7.217 (2.53).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3,4-diaminobenzoate, its application will become more common.
Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
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