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| | 3-Picolyl chloride hydrochloride Basic information |
| | 3-Picolyl chloride hydrochloride Chemical Properties |
| Melting point | 137-143 °C(lit.) | | storage temp. | Inert atmosphere,2-8°C | | form | Crystalline Needles or Powder | | color | White to beige | | Water Solubility | >=10 g/100 mL at 19 ºC | | Sensitive | Hygroscopic | | BRN | 3689156 | | InChI | InChI=1S/C6H6ClN.ClH/c7-4-6-2-1-3-8-5-6;/h1-3,5H,4H2;1H | | InChIKey | UZGLOGCJCWBBIV-UHFFFAOYSA-N | | SMILES | C1(CCl)C=NC=CC=1.Cl | | CAS DataBase Reference | 6959-48-4(CAS DataBase Reference) | | EPA Substance Registry System | 3-(Chloromethyl)pyridine hydrochloride (6959-48-4) |
| | 3-Picolyl chloride hydrochloride Usage And Synthesis |
| Chemical Properties | White to pale brown solid | | Uses | 3-(Chloromethyl)pyridine Hydrochloride (also known as 3-Picolyl chloride hydrochloride) has been used as a reactant for the synthesis of (E)-3-((1H-Indazol-6-yl)methylene)indolin-2-one derivatives as Polo-like kinase 4 (PLK4) inhibitors. | | Application | 3-Picolyl chloride hydrochloride is an organic synthetic reagent for the preparation of N,N-bis(pyridin-2-ylmethyl)aniline ligands, 2-oxodihydroquinoline-3-carboxamide derivatives, and 3β-amino-tropane arylamide derivatives with atypical antipsychotic profiles. It is also used in the preparation of novel bifunctional anion exchange resins for nuclear waste treatment. | | General Description | Yellow powder or yellow-tan solid with an irritating odor. | | Air & Water Reactions | Hygroscopic. Water soluble. | | Reactivity Profile | 3-Picolyl chloride hydrochloride is incompatible with strong oxidizing agents and strong bases. | | Fire Hazard | Flash point data for 3-Picolyl chloride hydrochloride are not available; however, 3-Picolyl chloride hydrochloride is probably combustible. | | Safety Profile | Suspected carcinogen
with experimental carcinogenic data. Poison
by ingestion. Mutation data reported. When
heated to decomposition it emits very toxic
fumes of NOx and Cl-. | | Synthesis | A synthetic method of 3-Picolyl chloride hydrochloride comprises steps as follows: (1) 3-methylpyridine is taken as a raw material, water is taken as a solvent, and the 3-methylpyridine is oxidized into 3-picolinic acid with potassium permanganate, wherein the molar ratio of the 3-methylpyridine to the potassium permanganate is 1:(2.1-2.3), the oxidizing temperature is kept at 85-90°C, heating is performed for 30 min, a reaction solution is adjusted to be acid after the reaction, and 3-picolinic acid is obtained after cooling and filtration; (2) the 3-picolinic acid and methanol react to produce methyl pyridine-3-carboxylate under the acid condition, and the molar ratio of the 3-picolinic acid to the methanol is 1:1.3; (3) the methyl pyridine-3-carboxylate is reduced to 3-pyridinemethanol; (4) the 3-pyridinemethanol reacts with thionyl chloride to produce a target product, namely, 3-(chloromethyl)pyridine hydrochloride, and the molar ratio of the 3-pyridinemethanol to the thionyl chloride is 1:(1.1-1.3). | | References | [1] Patent: CN108409641, 2018, A. Location in patent: Paragraph 0020; 0021; 0023; 0024; 0025; 0026; 0027 |
| | 3-Picolyl chloride hydrochloride Preparation Products And Raw materials |
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