trans-2-Methyl-2-butenal → (7r)-3,3'-Dimethyl-2',5'-dioxo-6,8-dihydrospiro[cyclopenta[g]quinoline-7,4'-imidazolidine]-2-carbaldehyde

HRID 2426242Notes

Reaction equation

HRID 2426242 reaction equation
[CH3:1][N:2]1[C@@:6]2([CH2:20][C:9]3[CH:10]=[C:11]4[C:16](=[CH:17][C:8]=3[CH2:7]2)[N:15]=[C:14]([CH:18]=[O:19])[CH:13]=[CH:12]4)[C:5](=[O:21])[NH:4][C:3]1=[O:22].[CH3:23]/C=C(/C=O)\C>O>[CH3:23][C:13]1[C:14]([CH:18]=[O:19])=[N:15][C:16]2[C:11]([CH:12]=1)=[CH:10][C:9]1[CH2:20][C@@:6]3([CH2:7][C:8]=1[CH:17]=2)[C:5](=[O:21])[NH:4][C:3](=[O:22])[N:2]3[CH3:1]

Participants

4

Reactant 2

HCID 5321950trans-2-Methyl-2-butenalHCID 57774205(7R)-3'-methyl-2',5'-dioxo-6,8-dihydrospiro[cyclopenta[g]quinoline-7,4'-imidazolidine]-2-carbaldehyde

Product 1

HCID 57955388(7r)-3,3'-Dimethyl-2',5'-dioxo-6,8-dihydrospiro[cyclopenta[g]quinoline-7,4'-imidazolidine]-2-carbaldehyde

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Essentially following the procedures described for Intermediate 13, but using trans-2-methyl-2-butenal in place of crotonaldehyde, the title compound was prepared. MS: m/z=327 (M+1+H2O).

Sources & evidence

ORD record
ord-b68833ebae2a45eba87ca03c0e97a402
Source dataset
uspto-grants-2011_06
Patent number
US07968540B2

Reaction notes

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