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HRID 5833Erstellt: 23. Oktober 2026

Dimethylformamide → 3-(4-chlorobenzylidene)-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one

https://huagongshe.com/de/reaction/5833

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
Edukt4-ChlorobenzaldehydeHCID 7726—
EduktSodium MethoxideHCID 10942334—
Edukt1H-Naphtho[2,1-b][1,4]thiazin-2(3H)-oneHCID 13823452—
LösungsmittelWaterHCID 962—
Produkt3-(4-chlorobenzylidene)-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-oneHCID 5376452252,8%

Reaktionsschritte

A mixture of 1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one (5.17 g), 4-chlorobenzaldehyde (5.62 g), sodium methoxide (1.73 g) and dimethylformamide (80 ml) is refluxed for 4.5 hours. After cooling, the reaction mixture is poured into water and the resulting precipitate is separated by filtration, washed and dried and then is recrystallized from tetrahydrofuran-n-hexane to give 3-(4-chlorobenzylidene)-1H-naphtho[2,1-b][1,4]thiazin-2(3H)-one (4.28 g). M.p. 277°-279° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246929
Quelldatensatzuspto-grants-1993_09
ORD IDord-f9dddaae649d44ff923cca915bde63f6
Quellennotizuspto-grants-1993_09