Thiazolidinedione → HCID 9932753, compound

HRID 1739015Notes

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:20]=[CH:19][C:18](/[C:21](/[CH3:25])=[CH:22]/[CH:23]=O)=[CH:17][CH:16]=1.[S:26]1[CH2:30][C:29](=[O:31])[NH:28][C:27]1=[O:32]>>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]([CH:21]([CH3:25])[CH2:22][CH2:23][CH:30]2[S:26][C:27](=[O:32])[NH:28][C:29]2=[O:31])=[CH:19][CH:20]=1

Participants

Reactant 2

HCID 5437Thiazolidinedione

HCID 18546119HCID 18546119, compound

Product 1

HCID 9932753HCID 9932753, compoundYield 6%

Procedure

According to the same manner as that described in Example 13, (E)-3-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)-phenyl]-2-butenal was condensed with 2,4-thiazolidinedione, and then the resulting compound was subjected to catalytic hydrogenation to give 5-[3-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)phenyl]butyl]-2,4-thiazolidinedione (yield: 6%). This product was recrystallized from isopropyl ether. Pale yellow prisms, mp: 64-65° C.

Sources & evidence

ORD record: ord-65fc11ef4811457c879de87a90362da1
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05965589

Reaction notes

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