A Facile Synthesis of N-H- and N-Substituted Acridine-1,8-diones under Sonic Condition

Table 2

A small library of acridines synthesized under sonic condition^a.

Entry	(1)	(2)	Amines (3)	Product	Yield^b %	Time (min)
1	R1 = CH3	4-Methoxy; benzaldehyde	4-Chloro, 2-fluoroaniline (3a)	4a ^†	90	40
2	R1 = CH3	2-Fluoro; benzaldehyde	(3a)	4b ^†	95	45
3	R1 = CH3	Thiophene-2-aldehdye	(3a)	4c ^†	95	45
4	R1 = CH3	4-Chloro; benzaldehyde	(3a)	4d ^†	93	45
5	R1 = CH3	Benzaldehyde	(3a)	4e ^†	95	45
6	R1 = CH3	4-Hydroxy; benzaldehyde	(3a)	4f ^†	90	40
7	R1 = CH3	Benzaldehyde	Aniline (3b)	4g ^¥	95	40
8	R1 = CH3	4-Chloro; benzaldehyde	(3b)	4h ^¥	93	40
9	R1 = H	4-Chloro; benzaldehyde	(3b)	4j ^¥	90	40
10	R1 = H	Benzaldehyde	NH4Ac	7a ^¥	90	20
11	Dimedone	4-Chloro; benzaldehyde	NH4Ac	7b ^¥	95	20
12	R1 = CH3	Benzaldehyde	2-Aminopyridine	8a ^†	90	50
13	Dimedone and cyclohexa-1,3-dione	Benzaldehyde	2-Aminopyridine	8b ^†	85	50

aReaction condition as mentioned in general procedure. ^bIsolated yields. ^†Novel compounds. ^¥Known compounds were characterized by comparison of their physical data and on TLC with the authentic samples.