2-Amino-4-chlorobenzenethiol → Ethyl 5-chloro-1,3-benzothiazole-2-carboxylate

Reaktionsgleichung

[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[SH:9].[CH2:10]([O:12][C:13](OCC)([O:19]CC)[C:14](OCC)=O)[CH3:11]>>[CH2:10]([O:12][C:13]([C:14]1[S:9][C:3]2[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=2[N:1]=1)=[O:19])[CH3:11]

Komponenten

Edukt 2

HCID 120002-Amino-4-chlorobenzenethiol

HCID 5090273Ethyl 2,2,2-triethoxyacetate

Produkt 1

HCID 63357893Ethyl 5-chloro-1,3-benzothiazole-2-carboxylate

Reaktionsbedingungen

Temperatur: 110 °C

Versuchsvorschrift

To 2-amino-4-chloro-benzenethiol (1 g) was added ethyl triethoxyacetate (3 eq). The mixture was stirred at 110° C. overnight. The reaction mixture was cooled and triturated with hexane. Filtration gave 392 mg of 5-chloro-benzothiazole-2-carboxylic acid ethyl ester as a white solid.

Aufarbeitung

temperatureThe reaction mixture was cooled
customtriturated with hexane
filtrationFiltration

Quellen und Nachweise

ORD-Eintrag: ord-9c1b852ce64e48d08aabc3d4ddcfefe3
Quelldatensatz: uspto-grants-2008_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07420001B2

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