Chloroacetic Acid → 2-(2-methyl-4-nitrophenylimino)-3-((2S)-2-methyl-1-butyl)-1,3-thiazolidin-4-one

HRID 276681Notes

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].[CH3:14][C@@H:15]([CH2:18][CH3:19])[CH2:16][NH2:17].Cl[CH2:21][C:22](O)=[O:23]>>[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:17]([CH2:16][C@@H:15]([CH3:14])[CH2:18][CH3:19])[C:22](=[O:23])[CH2:21][S:13]1

Participants

Reactant 3

HCID 300Chloroacetic Acid

HCID 1456212-Methyl-4-nitrophenyl isothiocyanate

HCID 27242722-Methylbutylamine, (S)-

Product 1

HCID 591131422-(2-methyl-4-nitrophenylimino)-3-((2S)-2-methyl-1-butyl)-1,3-thiazolidin-4-one

Procedure

2-Methyl-4-nitrophenyl isothiocyanate was reacted with (2S)-2-methyl-1-butylamine followed by chloroacetic acid according to Method C8a to afford 2-(2-methyl-4-nitrophenylimino)-3-((2S)-2-methyl-1-butyl)-l ,3-thiazolidin4-one.

Sources & evidence

ORD record: ord-c5bcedf078084dbeb9d39d97b7239aeb
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Reaction notes

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