2,3-Dimethyl-6-nitrobenzaldehyde → 5-[(2,3-Dimethyl-6-nitrophenyl)methylene]-1-methyl-2,4-imidazolidinedione

HRID 979520Notes

Reaction equation

HRID 979520 reaction equation
[CH3:1][C:2]1[C:9]([CH3:10])=[CH:8][CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:3]=1[CH:4]=O.[CH3:14][N:15]1[CH:19](P(OCC)(=O)OCC)[C:18](=[O:28])[NH:17][C:16]1=[O:29]>>[CH3:1][C:2]1[C:9]([CH3:10])=[CH:8][CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[C:3]=1[CH:4]=[C:19]1[N:15]([CH3:14])[C:16](=[O:29])[NH:17][C:18]1=[O:28]

Participants

3

Reactant 2

HCID 139370202,3-Dimethyl-6-nitrobenzaldehydeHCID 13937024Diethyl (3-methyl-2,5-dioxoimidazolidin-4-yl)phosphonate

Product 1

HCID 543392125-[(2,3-Dimethyl-6-nitrophenyl)methylene]-1-methyl-2,4-imidazolidinedioneYield 88%

Procedure

Reaction of 2,3-dimethyl-6nitrobenzaldehyde with diethyl 1-methyl-2,4-dioxoimidazolidine-5-phosphonate according to the procedure of Method D provided the title compound (partial hydrate) as a mixture of geometrical isomers, m.p. 195°-198° C. in 88% yield.

Sources & evidence

ORD record
ord-47b4ea5a81154e2589a0018023527271
Source dataset
uspto-grants-1987_05
Patent number
US04668686

Reaction notes

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