2-(Methylthio)benzaldehyde → HCID 70592102, compound

HRID 1449014Notes

Reaction equation

HRID 1449014 reaction equation
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[CH2:11]([O:13][C:14](=[O:30])[CH2:15][C:16]([CH2:18][N:19]1[C:23](=[O:24])[C:22]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]2[C:20]1=[O:29])=O)[CH3:12].[CH2:31]([O:33][C:34](=[O:39])/[CH:35]=[C:36](\[NH2:38])/[CH3:37])[CH3:32]>C(O)C>[CH2:11]([O:13][C:14]([C:15]1[CH:5]([C:4]2[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=2[S:2][CH3:1])[C:35]([C:34]([O:33][CH2:31][CH3:32])=[O:39])=[C:36]([CH3:37])[NH:38][C:16]=1[CH2:18][N:19]1[C:23](=[O:24])[C:22]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]2[C:20]1=[O:29])=[O:30])[CH3:12]

Participants

5

Reactant 3

HCID 2864432-(Methylthio)benzaldehydeHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 701239Ethyl 4-(1,3-dioxoisoindolin-2-YL)-3-oxobutanoate

Product 1

HCID 70592102HCID 70592102, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 10 g of 2-methylmercapto-benzaldehyde (77% pure), 14 g of phthalimidoacetoacetic acid ethyl ester and 6.5 g of β-aminocrotonic acid ethyl ester in 100 ccs of ethanol is heated under reflux for 2×24 hours and, after subsequent cooling, the precipitate is filtered off.

Workup

  1. temperatureunder reflux for 2×24 hours
  2. filtrationafter subsequent cooling, the precipitate is filtered off

Sources & evidence

ORD record
ord-d6ca04bf81634475ba13bc5feacc68c0
Source dataset
uspto-grants-1980_02
Patent number
US04188395

Reaction notes

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