Reaktion #550009

Reaktionsgleichung

3-amino-4-{2-[(5-dimethylaminomethyl-4-methyl-2-thienyl)methylthio]ethylamino}-1,2,5-thiadiazole 1-oxide

HCl

→

title compound

Ausbeute 80.0%

N-{2-[(5-Dimethylaminomethyl-4-methyl-2-thienyl)methylthio]ethyl}ethanediimidamide trihydrochloride

Ausbeute 80.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe reaction mixture was concentrated
2. 2
   Sonstigeexcess water was removed by azeotropic concentration with absolute ethanol
3. 3
   Sonstigeto give an almost colorless crystalline residue
4. 4
   SonstigeThe residue was triturated with 200 mL of absolute ethanol at 0° C.
5. 5
   Filtrationfiltered
6. 6
   Sonstigedried

Vorschrift

A stirred solution of 3-amino-4-{2-[(5-dimethylaminomethyl-4-methyl-2-thienyl)methylthio]ethylamino}-1,2,5-thiadiazole 1-oxide (17.9 g, 50.0 mmoles) [prepared according to the general procedure described in published U.K. patent application No. 2,067,987] in 500 mL of methanol was treated with 33.3 mL of concentrated HCl. After stirring for 3 hours, the reaction mixture was concentrated and excess water was removed by azeotropic concentration with absolute ethanol to give an almost colorless crystalline residue. The residue was triturated with 200 mL of absolute ethanol at 0° C., filtered and dried to give 16.9 g (80%) of the title compound, m.p. 206°-220° C. (dec.). Recrystallization from 50% methanolethyl acetate gave a product having m.p. 210°-221° C. (dec.).

Quelle