Introduction：Basic information about 4-Amino-5-ethylsulfonyl-2-methoxybenzoic acid CAS 71675-87-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-Amino-5-ethylsulfonyl-2-methoxybenzoic acid Basic information
| Product Name: | 4-Amino-5-ethylsulfonyl-2-methoxybenzoic acid |
| Synonyms: | 2-methoxyl-4-amine-5-ethylsulfonylbenzoic acid;AMisulpride Acid;4-AMINO-5-ETHANESULFONYL-2-METHOXY-BENZOIC ACID;4-AMINO-5-(ETHYLSULFONYL)-2-METHOXYBENZOIC ACID;4-Amino-5-(ethylsulphonyl)-o-anisic acid;2-METHOXY-4-AMINO-5-ETHYLSULFONYLBENZOIC ACID;2-methoxy-4-amino-5-ethysulfonyl benzoic acid;2-METHOXY-4-AMINO-5-ETHYLSULFAMOYL BENZOIC ACID |
| CAS: | 71675-87-1 |
| MF: | C10H13NO5S |
| MW: | 259.28 |
| EINECS: | 275-833-8 |
| Product Categories: | API intermediates;Aromatics Compounds;Amines;Aromatics;Sulfur & Selenium Compounds;Organic acids |
| Mol File: | 71675-87-1.mol |
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4-Amino-5-ethylsulfonyl-2-methoxybenzoic acid Chemical Properties
| Melting point | 82-85°C |
| Boiling point | 529.6±50.0 °C(Predicted) |
| density | 1.390±0.06 g/cm3(Predicted) |
| vapor pressure | 0Pa at 25℃ |
| storage temp. | Keep in dark place,Inert atmosphere,2-8°C |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| pka | 4.09±0.10(Predicted) |
| form | Solid |
| color | White to buff coloured powder |
| Water Solubility | 8.555g/L at 25℃ |
| Major Application | pharmaceutical small molecule |
| InChI | InChI=1S/C10H13NO5S/c1-3-17(14,15)9-4-6(10(12)13)8(16-2)5-7(9)11/h4-5H,3,11H2,1-2H3,(H,12,13) |
| InChIKey | OJVNCXHGGYYOPH-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C1=CC(S(CC)(=O)=O)=C(N)C=C1OC |
| LogP | 0.46 |
| CAS DataBase Reference | 71675-87-1(CAS DataBase Reference) |
Safety Information
| HazardClass | IRRITANT |
| HS Code | 29225090 |
4-Amino-5-ethylsulfonyl-2-methoxybenzoic acid Usage And Synthesis
| Chemical Properties | Slightly Pink Solid |
| Uses | An impurity found in amisulpride (A633250). Amisulpride EP Impurity E |
| Flammability and Explosibility | Not classified |
| Synthesis | 1119455-01-4 71675-87-1 The general procedure for the synthesis of 4-amino-5-(ethylsulfonyl)-2-methoxybenzoic acid using amisulpride impurity 4 as a starting material was as follows: 30% hydrogen peroxide was slowly added to isopropanol (4.84 L) at ambient temperature containing a catalytic amount of sodium tungstate (0.0082 kg) in 4-amino-2-methoxy-5-ethylthiomethyl benzoate (X) (1.21 kg) solution. The reaction mixture was stirred at 40-45 °C for 3-4 hours and subsequently cooled to 5-10 °C. To the reaction mixture, 5% sodium thiosulfate solution (0.06 kg dissolved in 18.15 L of water) was added and stirring was continued for 60 min to produce methyl 2-methoxy-4-amino-5-ethylsulfonylbenzoate (XI) in situ. Subsequently, sodium hydroxide (1.00 kg dissolved in 10 L of water) was added to the reaction mixture, warmed to 60-65 °C and stirred for 2-3 hours. Upon completion of the reaction, the reaction material was cooled and the pH was adjusted to 4.0-4.5 with dilute hydrochloric acid (1:10). the product was isolated by diafiltration in 82% yield and 99% purity. |
| References | [1] Patent: WO2011/158084, 2011, A1. Location in patent: Page/Page column 12
[2] Patent: WO2011/158084, 2011, A1 |
4-Amino-5-ethylsulfonyl-2-methoxybenzoic acid Preparation Products And Raw materials
| Raw materials | methyl 4-amino-5-(ethylthio)-2-methoxybenzoate-->Water-->Hydrochloric acid-->Sodium hydroxide-->Isopropyl alcohol-->Hydrogen peroxide |
| Preparation Products | Amisulpride |
