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| | 2-Amino-4,6-dichlorobenzoic acid Basic information | | Uses |
| Product Name: | 2-Amino-4,6-dichlorobenzoic acid | | Synonyms: | BUTTPARK 49\07-45;2-AMINO-4,6-DICHLOROBENZOIC ACID FOR SYN;2-Amino-4,6-dichlorobenzoic acid for synthesis;Benzoic acid, 2-amino-4,6-dichloro-;2-AMINO-4,6-DICHLOROBENZOIC ACID ISO 9001：2015 REACH;2-Amino-4,6-dichlorobenzoic acid | | CAS: | 20776-63-0 | | MF: | C7H5Cl2NO2 | | MW: | 206.03 | | EINECS: | | | Product Categories: | | | Mol File: | 20776-63-0.mol |  |
| | 2-Amino-4,6-dichlorobenzoic acid Chemical Properties |
| Melting point | 178.0-178.5 °C (decomp) | | Boiling point | 375.2±42.0 °C(Predicted) | | density | 1.607±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | 1.25g/l | | pka | 3.42±0.25(Predicted) | | form | solid | | PH | 2.3 (H2O, 20℃) | | Appearance | Light yellow to light brown Solid | | Water Solubility | 1.25g/L | | InChI | 1S/C7H5Cl2NO2/c8-3-1-4(9)6(7(11)12)5(10)2-3/h1-2H,10H2,(H,11,12) | | InChIKey | VNOYJBSEORILIE-UHFFFAOYSA-N | | SMILES | Nc1cc(Cl)cc(Cl)c1C(O)=O |
| Risk Statements | 36 | | Safety Statements | 26 | | WGK Germany | WGK 3 highly water endangering | | HS Code | 2922 49 85 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 2-Amino-4,6-dichlorobenzoic acid Usage And Synthesis |
| Uses | 2-Amino-4,6-dichlorobenzoic acid is a carboxylic acid derivative, which is mainly used in the synthesis of pharmaceutical intermediates. | | Synthesis | General procedure for the synthesis of 2-amino-4,6-dichlorobenzoic acid from 4,6-dichlorodihydroindole-2,3-dione:
3) Preparation of intermediate I-3;
At room temperature, Intermediate I-2 (5.0 g, 23.1 mmol) prepared from Example I (2) of the above isolation was dissolved in 75 mL of 1N NaOH (aq), and hydrogen peroxide (28% v/v, 10 mL) was added in batches. The reaction mixture was stirred for 2 hours and then filtered to remove the insoluble dark brown solid. Subsequently, the filtrate was carefully acidified with hydrochloric acid to pH 2. The yellow precipitate formed was collected, washed with water and dried under vacuum. The target compound 2-amino-4,6-dichlorobenzoic acid (3.90 g, 82% yield) was obtained as an ivory colored solid by recrystallization from benzene.
TLC Rf = 0.1 (EtOAc:hexane = 1:1);
Melting point 188-189°C;
1H NMR (DMSO-d6) δ 6.76 (d, J=1.9Hz, 1H, ArH), 6.85 (d, J=1.9Hz, 1H, ArH);
MS (EI) m/e 206 [M+], 162 [M+-CO2]. | | References | [1] Patent: US2006/84676, 2006, A1. Location in patent: Page/Page column 7
[2] Patent: EP1650190, 2006, A1. Location in patent: Page/Page column 10
[3] Patent: WO2008/4716, 2008, A1. Location in patent: Page/Page column 25-26
[4] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 2, p. 738 - 743
[5] Patent: US2009/203708, 2009, A1. Location in patent: Page/Page column 8 |
| | 2-Amino-4,6-dichlorobenzoic acid Preparation Products And Raw materials |
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