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| | 5-Nitroindole-3-carboxylic acid Basic information |
| | 5-Nitroindole-3-carboxylic acid Chemical Properties |
| Melting point | 276-278 °C (decomp) | | Boiling point | 520.8±30.0 °C(Predicted) | | density | 1.632±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 3.38±0.30(Predicted) | | Appearance | Light brown to brown Solid | | InChI | InChI=1S/C9H6N2O4/c12-9(13)7-4-10-8-2-1-5(11(14)15)3-6(7)8/h1-4,10H,(H,12,13) | | InChIKey | OOOJXNVTVWRZMA-UHFFFAOYSA-N | | SMILES | N1C2=C(C=C([N+]([O-])=O)C=C2)C(C(O)=O)=C1 | | CAS DataBase Reference | 6958-37-8(CAS DataBase Reference) |
| | 5-Nitroindole-3-carboxylic acid Usage And Synthesis |
| Synthesis Reference(s) | Journal of Medicinal Chemistry, 35, p. 1019, 1992 DOI: 10.1021/jm00084a007 | | Synthesis | 1-(5-nitro-3-indolyl)-2,2,2-trifluoroethanone (7 g, 24.7 mmol) was used as the raw material, which was dissolved in 40% aqueous NaOH solution (40 mL), and the reaction was stirred for 3 hours at 60 °C. After completion of the reaction, the reaction mixture was cooled to 0 °C and acidified by slowly adding 1N HCl aqueous solution to adjust the pH to ~3. Subsequently, the precipitate was collected by filtration, the filter cake was washed with water, and finally the target product 5-nitroindole-3-carboxylic acid (5.9 g, 100% yield) was obtained by concentration as a brown solid. The product was detected by LC/MS (ESI), m/z: 207 [M + 1]+. | | References | [1] Patent: WO2017/35351, 2017, A1. Location in patent: Paragraph 0584; 0585; 0586
[2] Russian Journal of General Chemistry, 2017, vol. 87, # 12, p. 3006 - 3016 |
| | 5-Nitroindole-3-carboxylic acid Preparation Products And Raw materials |
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