Methyl 3,4-diaminobenzoate manufacturers
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| | Methyl 3,4-diaminobenzoate Basic information | | Application |
| | Methyl 3,4-diaminobenzoate Chemical Properties |
| Melting point | 105-110 °C | | Boiling point | 376.9±22.0 °C(Predicted) | | density | 1.260±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | powder to crystal | | pka | 3.02±0.10(Predicted) | | color | White to Gray to Red | | BRN | 2091675 | | InChI | InChI=1S/C8H10N2O2/c1-12-8(11)5-2-3-6(9)7(10)4-5/h2-4H,9-10H2,1H3 | | InChIKey | IOPLHGOSNCJOOO-UHFFFAOYSA-N | | SMILES | C(OC)(=O)C1=CC=C(N)C(N)=C1 | | CAS DataBase Reference | 36692-49-6(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-20/21/22-22 | | Safety Statements | 26-36/37/39-36/37 | | RIDADR | 2811 | | WGK Germany | 3 | | HazardClass | IRRITANT | | PackingGroup | Ⅲ | | HS Code | 29224999 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | Methyl 3,4-diaminobenzoate Usage And Synthesis |
| Application | Methyl 3,4-diaminobenzoate can be used as a drug molecule and organic synthesis intermediate in laboratory research and development. | | Chemical Properties | White to light brown to light yellow powder or crystals | | Synthesis | Thionyl chloride (0.72 mL, 9.80 mmol) was slowly added dropwise to a solution of 3,4-diaminobenzoic acid (1.00 g, 6.58 mmol) in methanol (15.0 mL) for a controlled time of 10 minutes. The reaction mixture was stirred at room temperature for 4 hours before the solvent was removed by evaporation under reduced pressure. The residue was partitioned between water and ethyl acetate (EtOAc) to separate the organic layer. The organic layer was diluted with ethyl acetate and washed sequentially with saturated aqueous sodium bicarbonate, saturated brine and water and then dried with anhydrous magnesium sulfate. The desiccant was removed by filtration and the solvent was evaporated under reduced pressure to afford methyl 3,4-diaminobenzoate (993 mg, 95.0% yield) as a brown solid. The product characterization data were as follows: 1H NMR (CDCl3, 500 MHz) δ 7.49 (d, 1H, J = 7.01 Hz, Ar-H), 7.47 (s, 1H, Ar-H), 6.68 (d, 1H, J = 7.01 Hz, Ar-H), 3.87 (s, 3H, -COOCH3), 3.80 (br s, 2H, -NH2 ), 3.35 (br s, 2H, -NH2); 13C NMR (CDCl3, 125 MHz) δ 166.56, 140.89, 138.16, 120.87, 118.23, 118.16, 52.11; LCMS m/z calculated value (MNa)+ 189.06, measured value 189.00. | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 24, p. 7456 - 7460
[2] Patent: US2016/33489, 2016, A1. Location in patent: Paragraph 0204
[3] Medicinal Chemistry Research, 2015, vol. 24, # 8, p. 3143 - 3156
[4] Patent: WO2005/113489, 2005, A1. Location in patent: Page/Page column 75-76
[5] Patent: EP1502916, 2005, A1. Location in patent: Page 440 |
| | Methyl 3,4-diaminobenzoate Preparation Products And Raw materials |
| Raw materials | Benzoic acid, 3-amino-4-nitro-, methyl ester (9CI)-->3,4-Diaminobenzoic acid-->Methanol | | Preparation Products | Methyl 2-(Pyridin-2-yl)-1H-benzo[d]imidazole-6-carboxylate-->Methyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-carboxylate-->2,3-Bis(4-Fluorophenyl)Quinoxaline-6-Carboxylic Acid-->METHYL 3,4-DI[[(4-METHYLPHENYL)SULFONYL]AMINO]BENZOATE-->2,1,3-BENZOTHIADIAZOLE-5-CARBONYL CHLORIDE |
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