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| | 2-AMINO-4,5-DICHLOROBENZOIC ACID Basic information |
| Product Name: | 2-AMINO-4,5-DICHLOROBENZOIC ACID | | Synonyms: | 2-AMINO-4,5-DICHLOROBENZOIC ACID;3-AMINO-4,5-DICHLOROBENZOIC ACID;4,5-dichloroanthranilic acid;2-AMino-4,5-dichlorobenzolc acid;4,5-Dichloro-2-aminobenzoicacid;2-aiMo-4,5-dichlorobenzoic acid;2-Amino-4,5-dich2-Amino-4,5-dichlorobenzoic Acidlorobenzoic Acid;Benzoic acid, 2-amino-4,5-dichloro- | | CAS: | 20776-61-8 | | MF: | C7H5Cl2NO2 | | MW: | 206.03 | | EINECS: | | | Product Categories: | Phenylacetic acid | | Mol File: | 20776-61-8.mol |  |
| | 2-AMINO-4,5-DICHLOROBENZOIC ACID Chemical Properties |
| Melting point | 213-214℃ | | Boiling point | 380.5±42.0 °C(Predicted) | | density | 1.607±0.06 g/cm3 (20 ºC 760 Torr) | | storage temp. | 2-8°C, protect from light | | pka | 4.34±0.10(Predicted) | | Appearance | Off-white to light yellow Solid |
| | 2-AMINO-4,5-DICHLOROBENZOIC ACID Usage And Synthesis |
| Chemical Properties | slight yellow crystalline powder | | Synthesis | The general procedure for the synthesis of 2-amino-4,5-dichlorobenzoic acid from 5,6-dichloroisoindoline-1,3-dione was as follows: 25% aqueous sodium hydroxide solution (75 mL) was cooled to 0°C, bromine (16.0 g, 0.1 mol) was added slowly and the mixture was stirred until a yellow NaOBr solution was formed. 4,5-Dichlorophthalimide (21.6 g, 0.1 mol) was dissolved in 5% aqueous sodium hydroxide solution (170 mL), cooled to 0°C, and then the solution was slowly added to the above cold NaOBr solution. The reaction mixture was reacted under vigorous stirring for 5 minutes and subsequently heated to 80°C and held for 2 minutes. After completion of the reaction, the mixture was cooled and neutralized with concentrated hydrochloric acid to pH neutral. The precipitate was collected by filtration and washed with ice water. The crude product was purified by solvent recrystallization from a mixture of methanol and water to give 14.8 g (72% yield) of 2-amino-4,5-dichlorobenzoic acid with a melting point of 196-203° C. The crude product was purified by solvent recrystallization from a mixture of methanol and water. | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 19, p. 5472 - 5478
[2] Patent: US6927214, 2005, B1. Location in patent: Page/Page column 97-98
[3] European Journal of Medicinal Chemistry, 2012, vol. 58, p. 624 - 639 |
| | 2-AMINO-4,5-DICHLOROBENZOIC ACID Preparation Products And Raw materials |
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