Chloro(phenyl)acetic acid → 2-(2-methyl-4-nitrophenylimino)-3-((1R)-1-cyclohexylethyl)-5-phenyl-1,3-thiazolidin-4-one

HRID 276675

Reaction equation

HRID 276675 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=[C:12]=[S:13].[NH2:14][C@@H:15]([CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[CH3:16].Cl[CH:24]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:25](O)=[O:26]>>[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]=[C:12]1[N:14]([C@@H:15]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH3:16])[C:25](=[O:26])[CH:24]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[S:13]1

Participants

4

Reactant 3

HCID 98950Chloro(phenyl)acetic acidHCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 10997046(1R)-1-Cyclohexylethanamine

Product 1

HCID 229512192-(2-methyl-4-nitrophenylimino)-3-((1R)-1-cyclohexylethyl)-5-phenyl-1,3-thiazolidin-4-one

Procedure

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

Sources & evidence

ORD record
ord-ab9ce2f9f9de422995bd9bf0c1cfff94
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Linked notes

Loading…