ChemicalBook CAS DataBase List 6-BROMOQUINOLIN-5-AMINE

6-BROMOQUINOLIN-5-AMINE synthesis

5synthesis methods

Product Name:6-BROMOQUINOLIN-5-AMINE
CAS Number:50358-39-9
Molecular formula:C9H7BrN2
Molecular Weight:223.07

98203-04-4
53 suppliers
$70.00/250mg

50358-39-9
43 suppliers
$65.00/50mg

Yield:50358-39-9 87%

Reaction Conditions:

with iron;acetic acid at 75; for 2.5 h;

Steps:

Synthesis of 5-amino-6-bromoquinoline (28).

Method A: 6-Bromo-5-nitroquinoline (250 mg, 1.0 mmol, 1.0 eq) was dissolved in CH3COOH (5 mL). Fe powder (335 mg, 6.0 mmol, 6.0 eq) was added and the reaction heated to approx. 75 °C for 150 min. Upon cooling, the mixture was filtered through filter paper and celite, and extracted with CH2CI2 (3x20 mL) and a solution of 10% aq Na2CO3 (3x15 mL). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. The crude material was purified by chromatography on silica gel (40% EtOAc/60% hexanes eluant) to provide 5-amino-6-bromoquinoline as a light yellow, amorphous solid (193 mg, 87% yield).

References:

?akmak, Osman;?kten, Salih;Alimli, Dilek;Saddiqa, Aisha;Ersanli, Cem C?neyt [Arkivoc,2018,vol. 2018,# 3,p. 362 - 374]

5332-25-2 Synthesis