Reaktion #45416

Reaktionsgleichung

3-bromo-4-chlorothieno[3,2-c]pyridine

NH4OH

→

desired product

Ausbeute 94.0%

3-bromothieno[3,2-c]pyridin-4-amine

Ausbeute 94.0%

Lösungsmittel

p-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared
2. 2
   EinengenThe mixture was concentrated to half its original volume
3. 3
   workup.ADDITIONdiluted with water
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   WaschenThe combined organic extracts were washed with brine
6. 6
   Trocknendried (MgSO4)
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated

Vorschrift

A mixture of 3-bromo-4-chlorothieno[3,2-c]pyridine (prepared according to the procedure described in Bull. Soc. Chim. Belges 1970, 79, 407-414, 3 g, 12 mmol), concentrated aqueous NH4OH (100 mL), and p-dioxane (100 mL) was sealed in a stainless steel, high-pressure reactor and stirred for 18 hours at 150° C. The mixture was concentrated to half its original volume, diluted with water, and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (MgSO4), filtered, and concentrated to provide 2.6 g (94%) of the desired product. 1H NMR (DMSO-d6, 400MHz) δ 7.83 (d, 1H), 7.77 (s, 1H), 7.26 (d, 1H), 6.48 (br s, 2H); MS m/e 229 (M+H)+.

Quelle