5-(4-[2-Aminooxyethoxy)benzyl]thiazolidine-2,4-dione hydrochloride → 5-(4-{2-[1-(2',4'-Dimethoxybiphenyl-4-yl)ethylideneaminooxy]ethoxy}benzyl)thiazolidine-2,4-dione

HRID 1741333Notes

Reaction equation

HRID 1741333 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17](=O)[CH3:18])=[CH:13][CH:12]=1.Cl.[NH2:21][O:22][CH2:23][CH2:24][O:25][C:26]1[CH:39]=[CH:38][C:29]([CH2:30][CH:31]2[S:35][C:34](=[O:36])[NH:33][C:32]2=[O:37])=[CH:28][CH:27]=1>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:16]=[CH:15][C:14]([C:17](=[N:21][O:22][CH2:23][CH2:24][O:25][C:26]2[CH:27]=[CH:28][C:29]([CH2:30][CH:31]3[S:35][C:34](=[O:36])[NH:33][C:32]3=[O:37])=[CH:38][CH:39]=2)[CH3:18])=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 218339655-(4-[2-Aminooxyethoxy)benzyl]thiazolidine-2,4-dione hydrochlorideHCID 218340441-(2',4'-Dimethoxy-[1,1'-biphenyl]-4-yl)ethanone

Product 1

HCID 867518255-(4-{2-[1-(2',4'-Dimethoxybiphenyl-4-yl)ethylideneaminooxy]ethoxy}benzyl)thiazolidine-2,4-dioneYield 89.8%

Procedure

Following a procedure similar to that described in Example 40(f), but using 256 mg of 4'-(2,4-dimethoxyphenyl)acetophenone and 382 mg of 5-[4-(2-aminooxyethoxy)benzyl]thiazolidine-2,4-dione hydrochloride [prepared as described in Example 40(e)], 467 mg of the title compound, melting at 186-188° C., were obtained.

Sources & evidence

ORD record
ord-e39df9579642476bbf92b640e3ec2522
Source dataset
uspto-grants-1999_10
Patent number
US05972959

Reaction notes

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