Synthesis of Bis-2,3-dihydroquinazolin-4(1H)-ones and 2,3-Dihydroquinazolin-4(1H)-ones Derivatives with the Aid of Silica-Supported Preyssler Nanoparticles

Table 1

Silica-supported preyssler nanoparticles catalyzed synthesis of 2,3-disubstituted 2,3-dihydroquinazolin-4(1H)-ones derivatives by the reaction of isatoic anhydride with primary amines and aldehydes in water and ethanol under reflux conditions in proper times.

Entry	Aldehyde (2)	Amine (3)	Product (4)	Time (h)		^aYield (%)		Mp (°C)
				EtOH	H2O	EtOH	H2O
1	HCHO	NH3		2	1	88	92	142–145
2		C2H5NH2		4.25	2.5	83	87	134–137 [23]
3		C2H5NH2		3	1	85	81	180–182
4				5	1.5	81	86	214–217 [24]
5		CH3NH2		2.5	1	87	80.5	188–190 [23]
6		CH3NH2		3	1.5	72	83	145-146 [23]
7		CH3NH2		1.5	3.5	74	87.5	164-165 [23]
8		CH3CH2; CH2NH2		1	4.5	72	82.5	135–137
9		CH3CH2; CH2NH2		1	2.5	82.5	89.5	120-121
10				4	2	71	78.5	214–217 [34]
11				2	4	89	95	190–192
12				1.5	2.5	93	97	171-172
13				2	4	82.5	91	210–212
14				1	4	70	81.5	195–197 [24]
15				1.5	4	69	80	186–188 [24]
16				1	3.5	68	82.5	205–208 [24]
17				2.5	5	82	95.5	227-228
18		C2H5NH2		1	4.5	89	71.5	125–128 [1]
19		C2H5NH2		3	5	82	95	175–178 [1]
20		C2H5NH2		3	4.5	82	96	157–160 [1]
21		C2H5NH2		1	4	82.5	89.5	134–137 [1]
22		C2H5NH2		1	3.5	80	89.5	136-137 [1]
23		NH3		2	4.5	78	79	167.2–168.5
24		NH3		3	5.5	79	81	228-229 [26]
25		NH3		4	6	82	85	279.1–280.9 [27]
26		NH3		3.5	5	81	83	199-200 [5]
27		NH3		3	4.5	80	81.5	205-206 [28]
28		NH3		2	3	86.5	92	193-194 [27]
29		NH3		3	5	84	92	216.2–217.1 [29]
30		NH3		3	4.5	85	91	212–214 [29]
31		NH3		5.5	4.5	76	79	166-167 [30]
32		NH3		5	4	78	80	187-188 [31]
33		NH3		5.5	3	81	83.5	249-250 [32]
34		NH3		6	3.5	80.5	82	249-250
35		NH3		4.5	3	82.5	85	251, dec.
36		NH3		4	2.5	86	92	220-221
37		NH3		6	3.5	81.5	83	220-221
38		NH3		5	2.5	85	89	233-234 [28]
39		NH3		5.5	4	82	85	266-267
40		NH3		5	3	81	88	188–190 [33].
41		NH3		6	3	80	84	206-207
42				5	6	81	86	164–166
43				5	2.5	74	85	260 dec
44				5	3	79	86	196-197
45				5	3	75	83.5	184–186
46				5	3.5	74.5	80	174-175

 ^aIsolated yields.