Table 1.

Different reaction conditions for synthesis of 3e.

Entry a	Reaction time / h	KOH concentration / % (w/w)	The amount of Bu4NBr / mol %	Reaction temperature / °C	Yield b / %
1	1	30	3	88-90	38.8
2	1	30	5	88-90	62.2
3	1	30	8	88-90	77.1
4	1	30	10	88-90	77.4
5	1	30	0	88-90	8.5
6	1	10	8	88-90	48.5
7	1	20	8	88-90	69.1
8	1	35	8	88-90	83.0
9	1	40	8	88-90	74.0
10	1	35	8	20-25	4.3
11	1	35	8	40-45	13.3
12	1	35	8	60-65	65.0
13	2	35	8	88-90	83.8
14	0.75	35	8	88-90	74.5
15	0. 5	35	8	88-90	55.9

^a Reaction conditions: A mixture of quinazolin-4-one (1 equiv) (2e), 1-bromopropane (1 equiv), Bu₄NBr (0.03-0.1 equiv), 10-40 % potassium hydroxide (10 mL) in toluene (10 mL) was stirred at 20-90°C for 0.5-2 h. ^b Yields of isolated products.