Thiazolidinedione → 5-[(4-Hydroxy-3,5-dimethoxyphenyl)methylene]-2,4-thiazolidinedione

HRID 128731

Reaction equation

HRID 128731 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:12][CH3:13])[C:10]=1[OH:11])[CH:6]=O.[S:14]1[CH2:18][C:17](=[O:19])[NH:16][C:15]1=[O:20]>>[OH:11][C:10]1[C:3]([O:2][CH3:1])=[CH:4][C:5]([CH:6]=[C:18]2[S:14][C:15](=[O:20])[NH:16][C:17]2=[O:19])=[CH:8][C:9]=1[O:12][CH3:13]

Participants

3

Reactant 2

HCID 5437ThiazolidinedioneHCID 8655Syringaldehyde

Product 1

HCID 28576695-[(4-Hydroxy-3,5-dimethoxyphenyl)methylene]-2,4-thiazolidinedioneYield 24.2%

Procedure

Prepared according to the procedure described in Example 1 using 3,5-dimethoxy-4-hydroxybenzaldehyde (4.8 g, 26 mmoles) and 2,4-thiazolidinedione (2.9 g, 25 mmoles). Recrystallization from methanol gave the pure product (1.7 g), mp 248°-249° C.

Workup

  1. customPrepared
  2. customRecrystallization from methanol

Sources & evidence

ORD record
ord-a892ed665b4d436cadf84afa0cd0ca53
Source dataset
uspto-grants-1995_11
Patent number
US05464856

Linked notes

Loading…