Chloroacetyl chloride → HCID 178463657, compound

HRID 2115222Notes

Reaction equation

[CH3:1][C:2]1[C:8]([CH3:9])=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].Cl[CH2:11][C:12](Cl)=[O:13].[CH2:15]([N:17]=[C:18]=[S:19])[CH3:16]>>[CH2:15](/[N:17]=[C:18]1\[S:19][CH2:11][C:12](=[O:13])[N:4]\1[C:3]1[CH:5]=[CH:6][CH:7]=[C:8]([CH3:9])[C:2]=1[CH3:1])[CH3:16]

Participants

Reactant 3

HCID 6577Chloroacetyl chloride

HCID 68932,3-Dimethylaniline

HCID 10966Ethyl isothiocyanate

Product 1

HCID 178463657HCID 178463657, compound

Procedure

2-[(Z)-Ethylimino]-3-(2,3-dimethylphenyl)-thiazolidin-4-one is prepared following Method B and starting from 2,3-dimethylaniline, chloroacetyl chloride and ethylisothiocyanate. LC-MS: tR=0.66 min, [M+1]+=249, 1H NMR (CDCl3): δ 7.24-7.19 (m, 2H), 7.00-6.96 (m, 1H), 4.01 (s, 2H), 3.45-3.27 (m, 2H), 2.34 (s, 3H), 2.05 (s, 3H), 1.16 (t, J=7.0 Hz, 3H).

Sources & evidence

ORD record: ord-1f3ea5c3cd9248dca4ca8c32a67d547f
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07435828B2

Reaction notes

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