Hydantoin → HCID 15752537, compound

HRID 327501Notes

Reaction equation

HRID 327501 reaction equation
[NH:1]1[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[O:3].Cl[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1>CN(C)C=O>[N:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][N:4]1[C:5](=[O:6])[CH2:7][NH:1][C:2]1=[O:3]

Participants

4

Reactant 2

HCID 10006HydantoinHCID 23393Picolyl chloride

Product 1

HCID 15752537HCID 15752537, compoundYield 50.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

5.0 g of hydantoin, 8.2 g of 2-chloromethylpyridine and 6.9 g of potassium carbonate anhydride were dissolved into 100 ml of N,N-dimethylformamide and these were stirred under room temperature for 1 hour and at 80° C. for 30 minutes. The N,N-dimethylformamide was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (eluate solvent; chloroform:methanol=9:1). Thus 4.8 g of the captioned compound was thus obtained.

Workup

  1. distillationThe N,N-dimethylformamide was distilled off under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (eluate solvent; chloroform:methanol=9:1)

Sources & evidence

ORD record
ord-ff8fcf3160634fa9941eb979b1a230af
Source dataset
uspto-grants-1993_12
Patent number
US05273985

Reaction notes

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