Reaktion #1375014

Reaktionsgleichung

5-Amino-2-(3-pyridinyl)benzothiazole

triethylamine

Thiophosgene

→

white solid

5-Isothiocyanato-2-(3-pyridinyl)benzothiazole

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe solids which form are filtered
2. 2
   Waschenwashed with tetrahydrofuran
3. 3
   EinengenThe filtrate is concentrated to dryness
4. 4
   Sonstigechromatographed on Alumina IV
5. 5
   Waschenelution with benzene

Vorschrift

5-Amino-2-(3-pyridinyl)benzothiazole, 8.0 g, 0.035 M, is dissolved in 400 cc of tetrahydrofuran and 9.8 cc, 0.070 M, of triethylamine. Thiophosgene, 2.7 cc, 0.035 M is added, and the resulting mixture stirred overnight at ambient temperature. The solids which form are filtered and washed with tetrahydrofuran. The filtrate is concentrated to dryness and chromatographed on Alumina IV; elution with benzene yields 1.0 g of white solid which is recrystallized from acetonitrile to yield the title compound, 0.52 g, m.p. 160°-162° (12% of theory).

Quelle