Chloroacetic Acid → 2-(3-Methyl-4-nitrophenylimino)-3-(phenylmethyl)-1,3-thiazolidin-4-one

HRID 276664

Reaction equation

[CH3:1][C:2]1[CH:3]=[C:4]([N:11]=[C:12]=[S:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[CH2:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl[CH2:23][C:24](O)=[O:25]>>[CH3:1][C:2]1[CH:3]=[C:4]([N:11]=[C:12]2[N:21]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:24](=[O:25])[CH2:23][S:13]2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

Reactant 3

HCID 300Chloroacetic Acid

HCID 7504Benzylamine

HCID 183163413-Methyl-4-nitrophenyl isothiocyanate

Product 1

HCID 99678242-(3-Methyl-4-nitrophenylimino)-3-(phenylmethyl)-1,3-thiazolidin-4-one

Procedure

3-Methyl-4-nitrophenyl isothiocyanate was reacted with benzylamine followed by chloroacetic acid according to Method C8a to afford 2-(3-methyl-4-nitrophenylimino)-3-(phenylmethyl)-1,3-thiazolidin-4-one.

Sources & evidence

ORD record: ord-72e030d55a744cf28297870071298388
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Linked notes

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