Ammonia → HCID 14950467, compound

HRID 2254690Notes

Reaction equation

HRID 2254690 reaction equation
[CH3:1][C:2]1O[C:4]([CH3:15])=[CH:5][C:6](=[O:14])[C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1.[NH3:16]>>[CH3:1][C:2]1[NH:16][C:4]([CH3:15])=[CH:5][C:6](=[O:14])[C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 14950466HCID 14950466, compound

Product 1

HCID 14950467HCID 14950467, compound

Procedure

A solution of compound C (8.4 g) in saturated ethanolic ammonia (700 ml) was heated at 120° C. in an autoclave for 67 hours. The solvent was removed by evaporation and the residue recrystallised from ethyl acetate/methanol to give 1,4-dihydro-2,6-dimethyl-4-oxo-3-(4-pyridyl)pyridine (B) (5.1 g) as a brown solid; NMR (d6 -DMSO): 2.1(s,3H), 2.2(s,3H), 6.0(s,1H), 7.2(d,2H), 8.5(broad s,2H), 11.2(broad s,1H); mass spectrum (chemical ionisation, ammonia): 201 (M+H)+.

Workup

  1. customThe solvent was removed by evaporation
  2. customthe residue recrystallised from ethyl acetate/methanol

Sources & evidence

ORD record
ord-d47ac3db3d314b52883d9bdc595f101e
Source dataset
uspto-grants-1993_08
Patent number
US05236936

Reaction notes

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