3-Pyridinecarboxaldehyde → HCID 70340346, compound

HRID 1489506Notes

Reaction equation

HRID 1489506 reaction equation
[CH:1]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)=O.[NH2:9][N:10]1[CH:14]=[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])[N:12]([CH3:19])[C:11]1=[O:20]>Cl.C(O)C>[CH3:19][N:12]1[C:13]([C:15]([CH3:16])([CH3:17])[CH3:18])=[CH:14][N:10]([N:9]=[CH:1][C:3]2[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=2)[C:11]1=[O:20]

Participants

5

Reactant 2

HCID 103713-PyridinecarboxaldehydeHCID 22901847HCID 22901847, compound

Product 1

HCID 70340346HCID 70340346, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

4.3 g of 3-formylpyridine and two drops of concentrated hydrochloric acid are added to a solution of 6.8 g of 1-amino-2,3-dihydro-3-methyl-2-oxo-4-tert-butyl-1H-imidazole in 50 ml of ethanol. The reaction mixture is refluxed for 30 minutes with stirring and then substantially concentrated. The liquid residue is dissolved in a small amount of diethyl ether, and the solution is cooled to 0°. The crystals which have separated out are filtered off with suction and dried. This gives the title compound which melts at 116°-121°.

Workup

  1. temperatureThe reaction mixture is refluxed for 30 minutes
  2. concentrationsubstantially concentrated
  3. dissolutionThe liquid residue is dissolved in a small amount of diethyl ether
  4. temperaturethe solution is cooled to 0°
  5. customThe crystals which have separated out
  6. filtrationare filtered off with suction
  7. customdried

Sources & evidence

ORD record
ord-cd598ae2f3d24b529b305567601cb391
Source dataset
uspto-grants-1997_10
Patent number
US05679623

Reaction notes

Loading…