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| | 3-AMINO-5-NITROBENZOIC ACID METHYL ESTER Basic information |
| Product Name: | 3-AMINO-5-NITROBENZOIC ACID METHYL ESTER | | Synonyms: | 3-AMINO-5-NITROBENZOIC ACID METHYL ESTER;Methyl 3-amino-5-nitrobenzoate;3-AMINO-5-NITRO-BENZOIC ACID METHYL ESTER >98%;5-Amino-3-nitrobenzoic acid methyl ester;3-(Methoxycarbonyl)-5-nitroaniline, 3-Amino-5-(methoxycarbonyl)nitrobenzene;Benzoic acid, 3-aMino-5-nitro-, Methyl ester;3-Amino-5-nitro-methylbenzoate;3-amino-2-methyl-5-nitrobenzoate | | CAS: | 23218-93-1 | | MF: | C8H8N2O4 | | MW: | 196.16 | | EINECS: | | | Product Categories: | | | Mol File: | 23218-93-1.mol |  |
| | 3-AMINO-5-NITROBENZOIC ACID METHYL ESTER Chemical Properties |
| Melting point | 165-166°C (dec.) | | Boiling point | 0°C | | density | 1.386±0.06 g/cm3(Predicted) | | Fp | 0°C | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | form | powder | | pka | 1.34±0.10(Predicted) | | color | Yellow to red | | InChI | InChI=1S/C8H8N2O4/c1-14-8(11)5-2-6(9)4-7(3-5)10(12)13/h2-4H,9H2,1H3 | | InChIKey | HZVBRLJDOZZHFL-UHFFFAOYSA-N | | SMILES | C(OC)(=O)C1=CC([N+]([O-])=O)=CC(N)=C1 |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | Hazard Note | Irritant | | HS Code | 2922498590 |
| | 3-AMINO-5-NITROBENZOIC ACID METHYL ESTER Usage And Synthesis |
| Synthesis | General procedure for the synthesis of methyl 3-amino-5-nitrobenzoate from methanol and 3-amino-5-nitrobenzoic acid: The esterification reaction was carried out by passing dry hydrogen chloride gas into a solution of methanol (160 ml) containing 5-amino-3-nitrobenzoic acid (18.5 g, 0.10 mol). After the solution was saturated, the reaction mixture was stirred at room temperature overnight. Subsequently, the mixture was concentrated to a crystalline residue. The residue was dissolved in dichloromethane and washed with 5% sodium bicarbonate solution until the pH of the aqueous phase reached 7-8. The organic phase was separated, dried over magnesium sulfate and evaporated to remove the solvent. The product 18.6 g was obtained in 94% yield.1H NMR (CDCl3) data: δ 8.21 (t, 1H, J=1.5Hz), 4.19 (br s, 2H), 3.96 (s, 3H). | | References | [1] Organic Letters, 2013, vol. 15, # 17, p. 4442 - 4445
[2] Patent: WO2007/29587, 2007, A1. Location in patent: Page/Page column 35
[3] Patent: WO2007/55580, 2007, A1. Location in patent: Page/Page column 16
[4] Patent: EP1953163, 2008, A1. Location in patent: Page/Page column 12
[5] Patent: WO2004/50619, 2004, A1. Location in patent: Page 16 |
| | 3-AMINO-5-NITROBENZOIC ACID METHYL ESTER Preparation Products And Raw materials |
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