Thiazolidinedione → HCID 57228798, compound

HRID 1739023Notes

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

Participants

Reactant 2

HCID 5437Thiazolidinedione

HCID 21840287HCID 21840287, compound

Product 1

HCID 57228798HCID 57228798, compoundYield 49%

Procedure

According to the same manner as that described in Example 1, (E)-3-methoxy-4-(2-phenyl-4-thiazolylmethoxy)-cinnamaldehyde was condensed with 2,4-thiazolidinedione to give 5-[3-methoxy-4-(2-phenyl-4-thiazolylmethoxy)-cinnamylidene]-2,4-thiazolidinedione (yield: 49%). This product was recrystallized from chloroform-methanol. Yellow needles, mp: 248-249° C.

Sources & evidence

ORD record: ord-ccacc7f4aa6244aeb59a9d34262fdacf
Source dataset: uspto-grants-1999_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05965589

Reaction notes

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