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| | Nicotinoyl chloride hydrochloride Basic information |
| | Nicotinoyl chloride hydrochloride Chemical Properties |
| Melting point | 151-157 °C(lit.) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | form | Crystalline Powder | | color | White to off-white | | Water Solubility | It decomposes in water. | | Sensitive | Moisture Sensitive | | BRN | 3655772 | | InChI | InChI=1S/C6H4ClNO.ClH/c7-6(9)5-2-1-3-8-4-5;/h1-4H;1H | | InChIKey | MSYBLBLAMDYKKZ-UHFFFAOYSA-N | | SMILES | C(Cl)(=O)C1=CN=CC=C1.[H]Cl | | CAS DataBase Reference | 20260-53-1(CAS DataBase Reference) | | EPA Substance Registry System | 3-Pyridinecarbonyl chloride, hydrochloride (20260-53-1) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-28-36/37/39-45 | | RIDADR | UN 3261 8/PG 2 | | WGK Germany | 3 | | TSCA | Yes | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29333990 |
| | Nicotinoyl chloride hydrochloride Usage And Synthesis |
| Chemical Properties | white to off-white crystalline powder | | Uses | As a Nicotinic Acid analog, Nicotinoyl chloride hydrochloride can be used in the preparation of cardiovascular agents and renal drugs. | | Uses | Nicotinoyl chloride hydrochloride was used in the preparation of 1-[5-O-tert-butyldimethylsilyl-2-deoxy-2-fluoro-3-O-(3-pyridylcarbonyl)-β-D-ribofuranosyl]uracil, bis(ethylenedithio)tetrathiafulvalene derivatives and 7,16-dinicotinoylated or 7,16-diisonicotinoylated compounds via reaction with tetraaza[14]annulene and its complexes. | | Uses | Nicotinoyl chloride hydrochloride was used in the preparation of :
- 1-[5-O-tert-butyldimethylsilyl-2-deoxy-2-fluoro-3-O-(3-pyridylcarbonyl)-β-D-ribofuranosyl]uracil
- 7,16-dinicotinoylated and/or 7,16-diisonicotinoylated compounds via reaction with tetraaza[14]annulene and its complexes
- bis(ethylenedithio)tetrathiafulvalene derivatives
| | Synthesis | Niacin (8.12 mmol) and 2 drops of anhydrous DMF were added to SOCl2 (10 mL) under anhydrous conditions with vigorous stirring at 0°C. The reaction mixture was heated to 78 °C and refluxed for 3 hours. Upon completion of the reaction, the excess SOCl2 was removed by evaporation under reduced pressure to give a yellow solid. Subsequently, 10 mL of diethyl ether was added to the solid and refluxed for 1 hour. The reaction mixture was filtered to give a white solid nicotinoyl chloride hydrochloride in a yield of 1.388 g (yield: 96.0%). | | References | [1] Dalton Transactions, 2005, # 3, p. 424 - 426
[2] Journal of Organic Chemistry, 2009, vol. 74, # 17, p. 6691 - 6702
[3] Green Chemistry, 2009, vol. 11, # 1, p. 83 - 90
[4] Molecules, 2014, vol. 19, # 4, p. 4791 - 4801
[5] Phosphorus, Sulfur and Silicon and the Related Elements, 2011, vol. 186, # 3, p. 552 - 557 |
| | Nicotinoyl chloride hydrochloride Preparation Products And Raw materials |
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