3,4-Dichloroaniline → 5-Chloro-3-(3,4-dichlorophenyl)-4-thiazolidinone

HRID 978309

Reaktionsgleichung

Reaktionsgleichung von HRID 978309
[Cl:1]C1C=C(C=CC=1Cl)N.[Cl:10][C:11]1[CH:12]=[C:13]([N:18]2[C:22](=[O:23])[CH2:21][S:20][CH2:19]2)[CH:14]=[CH:15][C:16]=1[Cl:17].C1NCSC1=O.S(Cl)(Cl)=O>>[Cl:1][CH:21]1[S:20][CH2:19][N:18]([C:13]2[CH:14]=[CH:15][C:16]([Cl:17])=[C:11]([Cl:10])[CH:12]=2)[C:22]1=[O:23]

Komponenten

5

Edukt 4

HCID 72573,4-DichloroanilineHCID 24386Thionyl ChlorideHCID 45854373-(3,4-Dichlorophenyl)-1,3-thiazolidin-4-oneHCID 20553328Thiazolidinone

Produkt 1

HCID 138534535-Chloro-3-(3,4-dichlorophenyl)-4-thiazolidinone

Versuchsvorschrift

3,4-Dichloroaniline was converted to 3-(3,4-dichlorophenyl)-4-thiazolidinone as outlined in Example 1. This thiazolidinone, which had a melting point of 145°-146° C., was chlorinated with thionyl chloride to form 5-chloro-3-(3,4-dichlorophenyl)-4-thiazolidinone having a melting point of 100°-103° C. Recrystallization of this product from ethanol gave 3-(3,4-dichlorophenyl)-5-ethoxy-4-thiazolidinone which had a melting point of 61°-65° C.

Quellen und Nachweise

ORD-Eintrag
ord-beee820f7b0c4a32aec5ec4e80c04404
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04664694

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