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| | 2-Amino-5-chlorobenzoic acid Basic information |
| | 2-Amino-5-chlorobenzoic acid Chemical Properties |
| Melting point | 204-206 °C (dec.) (lit.) | | Boiling point | 250°C (rough estimate) | | density | 1.3246 (rough estimate) | | refractive index | 1.5560 (estimate) | | storage temp. | Sealed in dry,Room Temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | pka | 4.57±0.10(Predicted) | | form | Solid | | color | White to Pale Grey | | Water Solubility | Soluble in water. | | BRN | 639027 | | Major Application | peptide synthesis | | InChI | 1S/C7H6ClNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11) | | InChIKey | IFXKXCLVKQVVDI-UHFFFAOYSA-N | | SMILES | Nc1ccc(Cl)cc1C(O)=O | | CAS DataBase Reference | 635-21-2(CAS DataBase Reference) | | NIST Chemistry Reference | Benzoic acid, 2-amino-5-chloro-(635-21-2) | | EPA Substance Registry System | Benzoic acid, 2-amino-5-chloro- (635-21-2) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-37/38-36 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | Hazard Note | Irritant | | TSCA | TSCA listed | | HS Code | 29224999 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-Amino-5-chlorobenzoic acid Usage And Synthesis |
| Chemical Properties | White to light yellow crystal powder | | Uses | 2-Amino-5-chlorobenzoic acid is a chlorinated derivative of antharilic acid,it is a metabolite of the pesticide Chlordimeform and it is used in the preparation of disease-modifying antirheumatic drugs (DMARDs). | | Uses | 5-Chloroanthranilic Acid is a chlorinated derivative of anthranilic acid. 5-Chloroanthranilic Acid is a metabolite of the pesticide Chlordimeform. 5-Chloroanthranilic Acid is used in the preparation o
f disease-modifying antirheumatic drugs (DMARDs). | | Uses | 2-Amino-5-chlorobenzoic acid is used in the preparation of disease-modifying antirheumatic drugs (DMARDs). Also used to produce 6-chloro-3H-quinazolin-4-one at temperature of 180°C. | | Definition | ChEBI: 2-amino-5-chlorobenzoic acid is a member of the class of chlorobenzoic acids that is benzoic acid in which the ring hydrogens at positions 2 and 5 are replaced by amino and chloro groups, respectively. It is an aminobenzoic acid, a member of monochlorobenzenes and a chlorobenzoic acid. | | reaction suitability | reaction type: solution phase peptide synthesis | | Synthesis | General procedure for the synthesis of 2-amino-5-chlorobenzoic acid from 5-chloro-2-nitrobenzoic acid: active Raney nickel (2 g) was added to the reaction flask, followed by the addition of an ethanol solution of 5-chloro-2-nitrobenzoic acid (20 g, 110 mmol). The reaction mixture was stirred at room temperature in a hydrogen atmosphere overnight. Upon completion of the reaction, the reaction solution was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to give 16 g of white solid product (96% yield). The product was characterized by 1H NMR (DMSO-d6): δ 6.77 (d, J = 8.9 Hz, 1H), 7.24 (dd, J = 2.9, 8.9 Hz, 1H), 7.62 (d, J = 2.9 Hz, 1H), 8.7 (br, 3H); EIMS: 170 (M-H). | | References | [1] Collection of Czechoslovak Chemical Communications, 1984, vol. 49, # 1, p. 86 - 109
[2] Patent: WO2004/74218, 2004, A2. Location in patent: Page 115-116
[3] Bioorganic and Medicinal Chemistry, 1999, vol. 7, # 12, p. 2801 - 2809
[4] Chemical Biology and Drug Design, 2016, p. 710 - 723
[5] Zhurnal Obshchei Khimii, 1938, vol. 8, p. 1797,1801 |
| | 2-Amino-5-chlorobenzoic acid Preparation Products And Raw materials |
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