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| | 2-Chloro-6-methylnicotinic acid Basic information |
| | 2-Chloro-6-methylnicotinic acid Chemical Properties |
| Melting point | 162-164 °C (lit.) | | Boiling point | 163 °C / 22mmHg | | density | 1.3246 (rough estimate) | | refractive index | 1.5560 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | form | Crystalline Powder | | pka | 2.28±0.28(Predicted) | | color | White to yellow to beige | | BRN | 473070 | | InChI | InChI=1S/C7H6ClNO2/c1-4-2-3-5(7(10)11)6(8)9-4/h2-3H,1H3,(H,10,11) | | InChIKey | ACQXHCHKMFYDPM-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC(C)=CC=C1C(O)=O | | CAS DataBase Reference | 30529-70-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| | 2-Chloro-6-methylnicotinic acid Usage And Synthesis |
| Chemical Properties | white to yellow crystalline powder | | Uses | 2-Chloro-6-methylpyridine-3-carboxylic acid (2-Chloro-6-methylnicotinic acid) may be used in the synthesis of 6-methyl-2-thiophenoxynicotinic acid, required for the preparation of europium complex for staining the nucleolus of NIH 3T3, HeLa and HDF cells. | | General Description | 2-Chloro-6-methylpyridine-3-carboxylic acid (2-Chloro-6-methylnicotinic acid) is a nicotinic acid derivative. | | Synthesis | General procedure for the synthesis of 2-chloro-6-methylnicotinic acid from 2-chloro-6-methyl-3-pyridinecarbonitrile: First, 2-chloro-3-cyano-6-methylpyridine (3.05 g) was dissolved in 75% sulfuric acid (10 mL). The reaction mixture was stirred at 110 °C for 2 hours. Upon completion of the reaction, the reaction solution was cooled to room temperature and slowly added dropwise to ice water. After stirring the ice-water mixture for 10 minutes, the precipitated crystals were collected by filtration and dried to give 2.91 g of 2-chloro-6-methylnicotinic acid in 85% yield. Next, the resulting 2-chloro-6-methylnicotinic acid (2.91 g) was mixed with 28% aqueous ammonia solution (35 mL) and placed in an autoclave and reacted at 170 °C for 40 hours. At the end of the reaction, the reaction solution was cooled to room temperature and the ammonia was removed by distillation under reduced pressure. The precipitated crystals were collected by filtration, washed with water and air-dried to give 1.91 g of amino-6-methylnicotinic acid in 74% yield. The total yield of the whole synthesis process was 62.9%. | | References | [1] Patent: TW2016/509, 2016, A. Location in patent: Page/Page column 6 |
| | 2-Chloro-6-methylnicotinic acid Preparation Products And Raw materials |
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