Реакция #77418

Уравнение реакции

2-bromo-6-thioureidopyridine

chloroacetaldehyde

→

titled compound

Выход 96.0%

6-Bromo-N-(2-thiazolyl)pyridin-2-amine

Выход 96.0%

Растворители

ethanol

water

Условия реакции

Обработка

1. 1
   Температураwas heated
2. 2
   Температураat reflux for 4.75 h
3. 3
   КонцентрированиеThe solution was concentrated in vacuo
4. 4
   workup.ADDITIONthe residue was diluted with 1 N aqueous NaOH solution at 0° C.
5. 5
   workup.ADDITIONthe pH was then adjusted to 8.5 by addition of 6 N aqueous HCl solution
6. 6
   ФильтрацияThe precipitate was collected by filtration
7. 7
   Промывкаwashed several times with water
8. 8
   Сушкаdried in vacuo over P2O5

Методика

A suspension of 2-bromo-6-thioureidopyridine (3 g, 12.92 mmol) and chloroacetaldehyde (3.28 mL, 25.85 mmol) in ethanol (27 mL) and water (7 mL) was heated at reflux for 4.75 h. The solution was concentrated in vacuo and the residue was diluted with 1 N aqueous NaOH solution at 0° C., stirred for 10 min, and the pH was then adjusted to 8.5 by addition of 6 N aqueous HCl solution. The precipitate was collected by filtration, washed several times with water and dried in vacuo over P2O5 to obtain the titled compound (3.17 g, 96%) as a light yellow solid.

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