Phenyl isocyanate → HCID 19030819, compound

HRID 483504Notes

Reaction equation

HRID 483504 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10][C:8]2=[O:9])[CH2:3][CH2:2]1.[C:18]1([N:24]=[C:25]=[O:26])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>ClCCl>[NH:24]([C:25]([N:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10][C:8]2=[O:9])[CH2:3][CH2:2]1)=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 107281851-(piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one

Product 1

HCID 19030819HCID 19030819, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(4-Piperidinyl)-3,4-dihydrocarbostyril (0.8 g) is dissolved in dichloromethane (20 ml) and thereto is added phenylisocyanate (0.57 ml) and the mixture is stirred at room temperature for 4 hours. The solvent is concentrated and the residue is purified by silica gel column chromatography (solvent; n-hexane:ethyl acetate=5:1) and recrystallized from n-hexane/ethanol to give 1-(1-anilinocarbonyl-4-piperidinyl)-3,4-dihydrocarbostyril (0.8 g), as white powder, m.p. 194°-196° C.

Workup

  1. concentrationThe solvent is concentrated
  2. customthe residue is purified by silica gel column chromatography (solvent; n-hexane:ethyl acetate=5:1)
  3. customrecrystallized from n-hexane/ethanol

Sources & evidence

ORD record
ord-3e1b60be3412472bbfebd81483804768
Source dataset
uspto-grants-1993_07
Patent number
US05225402

Reaction notes

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