Thiazolidinedione → HCID 86754592, compound

HRID 1739024Notes

Reaction equation

[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:24]=[CH:23][C:18]([CH:19]=[CH:20][CH:21]=O)=[CH:17][C:16]=1[C:25]([F:28])([F:27])[F:26].[S:29]1[CH2:33][C:32](=[O:34])[NH:31][C:30]1=[O:35]>>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:24]=[CH:23][C:18]([CH2:19][CH2:20][CH2:21][CH:33]2[S:29][C:30](=[O:35])[NH:31][C:32]2=[O:34])=[CH:17][C:16]=1[C:25]([F:28])([F:27])[F:26]

Participants

Reactant 2

HCID 5437Thiazolidinedione

HCID 54250395HCID 54250395, compound

Product 1

HCID 86754592HCID 86754592, compoundYield 31%

Procedure

According to the same manner as that described in Example 13, 4-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-trifluoromethylcinnamaldehyde was condensed with 2,4-thiazolidinedione, and the resulting product was subjected to catalytic hydrogenation to give 5-[3-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-trifluoromethylphenyl]propyl]-2,4-thiazolidinedione (yield: 31%). This product was recrystallized from dichloromethane-methanol. Colorless prisms, mp: 154-155° C.

Sources & evidence

ORD record: ord-f1d7b94f7c1b41dfaf05635c13a6bec7
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05965589

Reaction notes

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