Reaction #927

Reaction equation

2-Aminonicotinaldehyde

2-acetylthiazole

KOH

→

desired product

Yield 46.5%

2-(2-Thiazolyl)-1,8-naphthyridine

Yield 46.5%

Solvents

MeOH

Conditions

Workup

1. 1
   workup.ADDITIONthe mixture is poured onto water
2. 2
   FiltrationThe solid which is deposited is filtered off with suction
3. 3
   Washwashed
4. 4
   Otherdried

Procedure

2-Aminonicotinaldehyde (1.5 g, 12.3 mmol) and 2-acetylthiazole (1.64 g, 12.9 mmol) are dissolved in 12 ml of MeOH and the mixture is treated with 1.5 ml of 40% KOH. After 3 h, the reaction is complete and the mixture is poured onto water. The solid which is deposited is filtered off with suction, washed and dried. 1.22 g (yield 46%) of the desired product are obtained. M.p. 160°-165° C.

Source