ChemicalBook CAS DataBase List Acridine

Acridine synthesis

12synthesis methods

Product Name:Acridine
CAS Number:260-94-6
Molecular formula:C13H9N
Molecular Weight:179.22

92-81-9 Synthesis

92-81-9
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$28.00/1g

260-94-6
171 suppliers
$20.00/1g

Yield:260-94-6 99%

Reaction Conditions:

with diethylazodicarboxylate in chloroform;toluene at 20; for 12 h;

Steps:

General procedure of the DEAD-mediated dehydrogenationof 1,2,3,4-tetrahydroquinolines

General procedure: To a 10 mL round bottom flask equipped with a magnetic stir bar, 1,2,3,4-tetrahydroquinoline (0.5 mmol), DEAD solution 40 wt% in toluene (2.2 eq, 1.1 mmol, 0.5 mL), and CHCl₃ (1.0 mL) was added. The reaction mixture was stirred at room temperature for 12 h. The mixture was concentrated on rotary evaporator. The residue was purified by column chromatography with EtOAc:hexane (1:5) to give quinolines. In case of 2f and 2m, the product spot was close to the spot of the remained DEAD. To eliminate the remained DEAD, 1 equivalent of PPh₃ was added after the reaction and the reaction mixture was stirred.^[19] After 10 min, the reaction mixture was concentrated on rotary evaporator. The residue was purified by column chromatography with CHCl₃:hexane (1:1) to give quinolines.

References:

Bang, Saet Byeol;Kim, Jinho [Synthetic Communications,2018,vol. 48,# 11,p. 1291 - 1298] Location in patent:supporting information