Реакция #478516

Уравнение реакции

6-bromo-2-naphthoic acid

ammonia

MeOH

→

title compound

Выход 90.0%

6-bromo-2-naphthamide

Выход 90.0%

Растворители

thionyl chloride

Условия реакции

Обработка

1. 1
   КонцентрированиеAfter concentration in vacuo
2. 2
   workup.ADDITIONthe residue was rediluted in CH2Cl2
3. 3
   Концентрированиеconcentrated again
4. 4
   КонцентрированиеThe mixture was then concentrated
5. 5
   Фильтрацияfiltered
6. 6
   Промывкаrinsed with AcOEt
7. 7
   Сушкаdried over MgSO4
8. 8
   Фильтрацияfiltered
9. 9
   Концентрированиеconcentrated in vacuo

Методика

6-bromo-2-naphthoic acid (2 g, 7.97 mmol) was stirred in thionyl chloride (13.28 ml) at 70° C. for 16 h. After concentration in vacuo, the residue was rediluted in CH2Cl2 and concentrated again. To the acid chloride intermediate was added ammonia in MeOH (7 M, 13.66 ml, 96 mmol) and the mixture was stirred at room temperature for 3 h. The mixture was then concentrated. The residue was taken up in AcOEt, filtered, rinsed with AcOEt and then dried over MgSO4, filtered and concentrated in vacuo. The title compound (1.802 g, 90%) was isolated as a beige solid. LC-MS (M+1) 251.9, t=1.34 min.

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