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| | Methyl 4-aminosalicylate Basic information |
| Product Name: | Methyl 4-aminosalicylate | | Synonyms: | METHYL 4-AMINO-2-HYDROXYBENZENECARBOXYLATE;Methyl 4-aminosalicylate, 3-Hydroxy-4-(methoxycarbonyl)aniline, 5-Amino-2-(methoxycarbonyl)phenol;Methyl 4-amino-2-hydroxybenzoate 97%;Benzoic acid,4-aMino-2-hydroxy-, Methyl ester;Methyl 4-aMino-2-hydroxybenzenecarboxylate, >95%;4-amino-2-hydroxybenzenecarboxyL;P-AMINO METHYL SALICYLATE;4-amino-2-hydroxy-benzoicacimethylester | | CAS: | 4136-97-4 | | MF: | C8H9NO3 | | MW: | 167.16 | | EINECS: | 223-958-3 | | Product Categories: | | | Mol File: | 4136-97-4.mol |  |
| | Methyl 4-aminosalicylate Chemical Properties |
| Melting point | 120-123°C | | Boiling point | 120 °C | | density | 1.305±0.06 g/cm3 (20 ºC 760 Torr) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | pka | 9.81±0.10(Predicted) | | form | Powder | | color | White to Pale Beige | | Water Solubility | Slightly soluble in water. | | λmax | 254nm(lit.) | | CAS DataBase Reference | 4136-97-4(CAS DataBase Reference) |
| RTECS | VO1683000 | | HazardClass | IRRITANT | | HS Code | 2922500090 |
| | Methyl 4-aminosalicylate Usage And Synthesis |
| Uses | Methyl 4-aminosalicylate is used as pharmaceutical intermediate. | | Definition | ChEBI: P-Aminosalicylic acid methyl ester is an aromatic amine. | | Synthesis | Step 2: Preparation of methyl 4-amino-2-hydroxybenzoate
In a 500 mL Parr reactor, methyl 2-hydroxy-4-nitrobenzoate (1.3 g, 6.59 mmol) was mixed with a suspension formed by 10% Pd/C catalyst (100 mg) in methanol (40 mL). The reaction mixture was shaken for 1 h under hydrogen atmosphere (30 psi). Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure. Methyl 4-amino-2-hydroxybenzoate was obtained as a yellow solid (1.08 g, 6.46 mmol, 98% yield). The product was analyzed by UPLC-MS showing 100% purity and the mass spectrum (MS/ESI+) showed a molecular ion peak [MH]+ of 167.9. | | References | [1] ACS Catalysis, 2014, vol. 4, # 6, p. 1777 - 1782
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 20, p. 3597 - 3600
[3] Patent: US2014/155391, 2014, A1. Location in patent: Paragraph 0432; 0434
[4] Journal of the Chemical Society, 1949, p. 1498,1502
[5] Proceedings - Indian Academy of Sciences, Section A, 1950, vol. 32, p. 357,362 |
| | Methyl 4-aminosalicylate Preparation Products And Raw materials |
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