1,2-Dimethylpropylamine → 6-chloro-N-(3-methylbutan-2-yl)-1,1-dioxo-4H-thieno[3,2-e][1,2,4]thiadiazin-3-amine

HRID 1419738

Reaktionsgleichung

Reaktionsgleichung von HRID 1419738
Cl[C:2]1[NH:7][C:6]2[CH:8]=[C:9]([Cl:11])[S:10][C:5]=2[S:4](=[O:13])(=[O:12])[N:3]=1.[CH3:14][CH:15]([NH2:19])[CH:16]([CH3:18])[CH3:17]>>[Cl:11][C:9]1[S:10][C:5]2[S:4](=[O:13])(=[O:12])[N:3]=[C:2]([NH:19][CH:15]([CH3:14])[CH:16]([CH3:18])[CH3:17])[NH:7][C:6]=2[CH:8]=1

Komponenten

3

Edukt 2

HCID 117311,2-DimethylpropylamineHCID 11832058HCID 11832058, Verbindung

Produkt 1

HCID 1784462966-chloro-N-(3-methylbutan-2-yl)-1,1-dioxo-4H-thieno[3,2-e][1,2,4]thiadiazin-3-amineAusbeute 72 %

Versuchsvorschrift

A solution of 3,6-dichloro-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide (0.5 g, 1.94 mmol) in 1,2-dimethylpropylamine (5 ml) was stirred for 48 h at 100° C in a sealed flask. The cooled mixture was concentrated in vacuo and the residue was stirred with water (20 ml) followed by adjustment to pH 2 with 4M hydrochloric acid. The initially formed gummy product crystallised by stirring the mixture for about 2 h at 0° C. The precipitate was isolated by filtration, washed with water, and recrystallised from ethyl acetate/methanol followed by drying in vacuo at 60° C. over night to give 0.43 g (72%) of the pure title compound.

Aufarbeitung

  1. concentrationThe cooled mixture was concentrated in vacuo
  2. customThe initially formed gummy product crystallised
  3. stirringby stirring the mixture for about 2 h at 0° C
  4. customThe precipitate was isolated by filtration
  5. washwashed with water
  6. customrecrystallised from ethyl acetate/methanol
  7. customby drying in vacuo at 60° C. over night

Quellen und Nachweise

ORD-Eintrag
ord-948bdce936274d8cbece0fc156822cf5
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05889002

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