| Identification | More | [Name]
NICOTINOYL CHLORIDE HYDROCHLORIDE | [CAS]
20260-53-1 | [Synonyms]
3-PYRIDINECARBONYL CHLORIDE
3-PYRIDINECARBOXYLIC ACID CHLORIDE HYDROCHLORIDE
3-PYRIDINOYL CHLORIDE HYDROCHLORIDE
NICOTINIC ACID CHLORIDE HYDROCHLORIDE
NICOTINOYL CHLORIDE HYDROCHLORIDE
NICOTINYL CHLORIDE HYDROCHLORIDE
PYRIDINE-3-CARBONYL CHLORIDE HYDROCHLORIDE
3-pyridinecarbonylchloride,hydrochloride
NicotinoylchlorideHcl | [EINECS(EC#)]
243-648-1 | [Molecular Formula]
C6H5Cl2NO | [MDL Number]
MFCD00012820 | [Molecular Weight]
178.02 | [MOL File]
20260-53-1.mol |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3261 8/PG 2
| [WGK Germany ]
3
| [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white crystalline powder | [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
| [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. | [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 |
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