3-Pyridinecarbonyl chloride, hydrochloride (1:1) → HCID 13599244, compound

HRID 1995719Notes

Reaction equation

HRID 1995719 reaction equation
Cl.[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.[CH2:11]([C:13]1[NH:14][C:15](=[O:18])[NH:16][CH:17]=1)[CH3:12].[Cl-].[Al+3].[Cl-].[Cl-].C(=O)(O)[O-].[Na+]>ClCC(Cl)(Cl)Cl.O>[CH2:11]([C:13]1[NH:14][C:15](=[O:18])[NH:16][C:17]=1[C:2](=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1)[CH3:12]

Participants

7

Reactant 4

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 516892Sodium BicarbonateHCID 6451240Aluminum(III) ChlorideHCID 155675284-ethyl-2,3-dihydro-1H-imidazol-2-one

Product 1

HCID 13599244HCID 13599244, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 124181,1,1,2-TetrachloroethaneSolvent

Conditions

Temperature
85 °C

Procedure

To a well stirred mixture of 8.85 g (50 mmole) nicotinoyl chloride hydrochloride and 5.6 g (50 mmole) 1,3-dihydro-4-ethyl-2H-imidazole-2-one in 100 ml tetrachloroethane is added 22 g (164 mmole) aluminum chloride. The mixture is heated at 85° C. for 2 hours and treated with water. The solution is neutralized with sodium bicarbonate, filtered and taken to dryness. Chromatography over silica gel affords the title compound; m.p. 219°-21°.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-a9aa95d05a474f9fa67fa9543fed1f1f
Source dataset
uspto-grants-1983_09
Patent number
US04405628

Reaction notes

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