Dimethylformamide → N-(6-Cyano-1,3-benzothiazol-2-yl)-N'-ethylurea

HRID 9101

Reaktionsgleichung

Reaktionsgleichung von HRID 9101
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([C:11]#[N:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.[CH2:13]([N:15]([CH2:18]C)CC)[CH3:14].CN(C)C=[O:23]>>[C:11]([C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([NH:1][C:18]([NH:15][CH2:13][CH3:14])=[O:23])[S:3][C:4]=2[CH:10]=1)#[N:12]

Komponenten

4

Edukt 3

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 43271392-Aminobenzothiazole-6-carbonitrile

Produkt 1

HCID 21985533N-(6-Cyano-1,3-benzothiazol-2-yl)-N'-ethylurea

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

2-Amino-1,3-benzothiazole-6-carbonitrile is dissolved in a polar aprotic solvent, preferrably dimethylformamide. R3NCO is added, followed by an alkyl amine base, preferably triethylamine and the solution is heated to about 70–90° C., preferably about 80° C., under good agitation. The solution is allowed to stir for about 4–8 hours, preferably about 4 hours, then cooled to room temperature. The solvent is removed in vacuo and the solids are washed well with ether. The product is further purified by column chromatography and after drying in vacuo, the title product is isolated.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. customThe solvent is removed in vacuo
  3. washthe solids are washed well with ether
  4. customThe product is further purified by column chromatography
  5. customafter drying in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0c848bca2734433db737a84e3267c158
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091227B2

Verknüpfte Notizen

Wird geladen…