Chloro(phenyl)acetic acid → 5-Phenyl-1,3-thiazolidin4-one

HRID 276677

Reaction equation

HRID 276677 reaction equation
CC1C=C([N+]([O-])=O)C=CC=1[N:11]=[C:12]=[S:13].N[C@H](C1CCCCC1)C.Cl[CH:24]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:25](O)=[O:26]>>[C:28]1([CH:24]2[S:13][CH2:12][NH:11][C:25]2=[O:26])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 3

HCID 98950Chloro(phenyl)acetic acidHCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 5325951(S)-(+)-1-Cyclohexylethylamine

Product 1

HCID 214398075-Phenyl-1,3-thiazolidin4-one

Procedure

2-Methyl-4-nitrophenyl isothiocyanate was reacted with (1S)-1-amino-1-cyclohexylethane followed by α-chloro-α-phenylacetic acid according to Method C8a to afford 2-(2-methyl-4-nitrophenylimino)-3-((]S)-1-cyclohexylethyl)-5-phenyl-1,3-thiazolidin4-one.

Sources & evidence

ORD record
ord-485529848761479b8f33bc6f8022131a
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Linked notes

Loading…