Synthesis of nicotinoyl chloride

Preparation of nicotinoyl chloride

Preparation of nicotinoyl chloride

Preparation of nicotinoyl chloride

12.5 g of oxalyl chloride in 25ml of dry benzene is dropped into a suspension of dry, powdered 16.1 g of potassium nicotinate (sodium salt gives a poorer yield) in 75 ml of dry benzene, stirred and cooled in an ice-bath. After 15-20 min further stirring, the unmelted ice is removed from the bath, which is allowed to come to room temperature and then heated to the boiling point within 30 min. After cooling, the mixture is filtered from potassium chloride, freed from solvent at water-pump vacuum, and distilled, yielding 85 % of nicotinoyl chloride.

J. Amer. Chem. Soc, 75, 4364 (1953).

IUPAC Name

pyridine-3-carbonyl chloride;hydrochloride

InChI

InChI=1S/C6H4ClNO.ClH/c7-6(9)5-2-1-3-8-4-5;/h1-4H;1H

InChI Key

MSYBLBLAMDYKKZ-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=CN=C1)C(=O)Cl.Cl

Depositor-Supplied Synonyms

Nicotinoyl chloride hydrochloride, 20260-53-1, pyridine-3-carbonyl chloride hydrochloride, Nicotinoyl chloride, hydrochloride, 3-pyridinecarbonyl chloride hydrochloride, 3-Pyridinecarbonyl chloride, hydrochloride, Nicotinoylchloride hydrochloride, 3-Pyridinecarbonyl chloride, hydrochloride (1:1), MFCD00012820, NICOTINOYLCHLORIDEHYDROCHLORIDE, nicotinyl chloride hydrochloride, 20060-53-1, nicotinoyl chloride.HCl, PubChem15186, ACMC-1CFDR, AC1L3FQF, AC1Q3B7P, AC1Q3G8M, SCHEMBL61214, KSC205O0B, nicotinic chloride hydrochloride, 213381_ALDRICH, nicotinoyl chloride.hydrochloride, DTXSID0066583, CTK1A5700, MSYBLBLAMDYKKZ-UHFFFAOYSA-N, BB_SC-6783, EBD74603, EINECS 243-648-1, nicotinic chloride mono-hydrochloride, nicotinoyl chloride hydrochloric acid, ANW-23970, AR-1K7334, AKOS007929993, MCULE-6351950438, NE20520, TRA-0205965, pyridine-3-carbonylchloride hydrochloride, 3-pyridinylcarbonyl chloride hydrochloride, AK308997, BP-12512, KB-58333, pyridine-3 carbonyl chloride hydrochloride, SC-24753, AB0031950, AB1003498, AB1004365, DB-000329, TR-036093, N0091, ST51039957, TL80090586, EN300-53850, 3-Pyridinecarbonylchloride, hydrochloride (1:1), 40798-EP2277880A1, 40798-EP2279750A1, 40798-EP2287165A2, 40798-EP2287166A2, 40798-EP2292620A2, 40798-EP2301627A1, 40798-EP2308874A1, 40798-EP2311824A1, 40798-EP2311830A1, A800873, I02-0540, pyridine-3-carbonyl chloride;pyridin-3-carbonylchlorid;pyridine-3-carbonylechloride, Nicotinoyl chloride; Pyridine 3-carbonyl chloride; 3-Pyridinecarboxylic acid chloride; Nicotinic acid chloride; Pyridine-3-carboxylic acid chloride

Removed Synonyms

Nicotinoyl chloride, MolPort-003-927-874, CID88438, Nicotinic Acid Chloride Hydrochloride, RTR-036093, 1-[3-(3-bromophenoxy)propyl]pyrrolidine, 10400-19-8, N/A, 54550-08-2, 690650-23-8

IUPAC Name

pyridine-3-carbonyl chloride

InChI

InChI=1S/C6H4ClNO/c7-6(9)5-2-1-3-8-4-5/h1-4H

InChI Key

ATBIAJXSKNPHEI-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=CN=C1)C(=O)Cl

Depositor-Supplied Synonyms

Nicotinoyl chloride, 10400-19-8, 3-Pyridinecarbonyl chloride, pyridine-3-carbonyl chloride, 3-Pyridinecarbonylchloride, 3-pyridylcarbonyl chloride, ATBIAJXSKNPHEI-UHFFFAOYSA-N, nicotinyl chloride hydrochloride, ST077769, nicotinoylchloride, nicotinic chloride, Nicotinoyl chloride #, AC1L33QT, AC1Q3G6B, AC1Q3G8L, SCHEMBL1414, CTK0I3786, pyridine-3-carbonyl hydrochloride, DTXSID40146214, ZINC2539499, EINECS 233-863-9, AR-1K7333, BBL012969, MFCD00464814, SBB005806, STL163854, ZINC02539499, AKOS005714805, AN-2093, MCULE-7094058271, BC650712, CJ-09170, HE009195, HE225315, KB-58332, SC-49128, DB-059080, TX-016788, FT-0637963, FT-0657538, I02-0326

Removed Synonyms

Nicotinoyl chloride hydrochloride, NICOTINIC ACID CHLORIDE, MolPort-001-781-839, CID82604, pyridine-3-carbonyl chloride hydrochloride, 20260-53-1, 5455-00-5

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