Thiazolidinedione → HCID 59411555, compound

HRID 1739025Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:12]=1[O:13][CH2:14][C:15]1[N:16]=[C:17]([C:21]2[O:22][CH:23]=[CH:24][CH:25]=2)[O:18][C:19]=1[CH3:20])[CH:6]=[CH:7][CH:8]=O.[S:26]1[CH2:30][C:29](=[O:31])[NH:28][C:27]1=[O:32]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:6][CH2:7][CH2:8][CH:30]2[S:26][C:27](=[O:32])[NH:28][C:29]2=[O:31])[CH:10]=[CH:11][C:12]=1[O:13][CH2:14][C:15]1[N:16]=[C:17]([C:21]2[O:22][CH:23]=[CH:24][CH:25]=2)[O:18][C:19]=1[CH3:20]

Participants

Reactant 2

HCID 5437Thiazolidinedione

HCID 53665915HCID 53665915, compound

Product 1

HCID 59411555HCID 59411555, compoundYield 9%

Procedure

According to the same manner as that described in Example 13, 3-methoxy-4-[2-(2-furyl)-5-methyl-4-oxazolyl-methoxy]cinnamaldehyde was condensed with 2,4-thiazolidinedione, and the resulting product was subjected to catalytic hydrogenation to give 5-[3-[3-methoxy-4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]phenyl]propyl]-2,4-thiazolidinedione (yield: 9%). This product was recrystallized from chloroform-diethyl ether. Colorless prisms, mp: 109-110° C.

Sources & evidence

ORD record: ord-ee48128c903c40e78e142ca4d6e0ebe2
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05965589

Reaction notes

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