N-methyl-N-phenyl-hydrazine → 4-(2-Methyl-2-phenylhydrazinyl)-5,6-dihydropyridin-2(1H)-one

HRID 1614288Notes

Reaction equation

HRID 1614288 reaction equation
[CH3:1][N:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[NH2:3].[NH:10]1[CH2:15][CH2:14][C:13](=O)[CH2:12][C:11]1=[O:17]>O>[CH3:1][N:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[NH:3][C:13]1[CH2:14][CH2:15][NH:10][C:11](=[O:17])[CH:12]=1

Participants

4

Reactant 2

HCID 36299N-methyl-N-phenyl-hydrazineHCID 108878632,4-Piperidinedione

Product 1

HCID 108569264-(2-Methyl-2-phenylhydrazinyl)-5,6-dihydropyridin-2(1H)-oneYield 89.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Methyl-1-phenylhydrazine (21.6 g) was added to a suspension of 2,4-piperidinedione (20.0 g) in industrial methylated spirit (100 ml) at 20°-25° under nitrogen. The resultant solution was stirred for 3 h at room temperature. Water (300 ml) was added and the resulting suspension was filtered to give the title compound (34.4 g) as a solid, m.p. 180.5°-182°.

Workup

  1. filtrationthe resulting suspension was filtered

Sources & evidence

ORD record
ord-9f24722af4114252ba1c6b8689a596da
Source dataset
uspto-grants-1993_03
Patent number
US05196534

Reaction notes

Loading…