Reactions of quinolone and indole-3-carbaldehyde derivatives Q1–Q7 with 2-aminobenzothiazole in MeOH (20 mL) at 30–40 °C.

Entry	Q1–Q7	Time (h)	Product	Yield (%)
1	Q1	144	—a	—
2	Q1	16b	Q2	85
3	Q1	30b	—c
4	Q1	144d	—a	87
5	Q1	12b,d	Q2	87
6	Q2	12	Q8	<10
7	Q2	8b	Q8	83
8	Q3	24	Q9	55
9	Q4	24	Q2	77
10	Q5	12d	—a	—
11	Q5	4b,d	—c	—
12	Q5	12	—a	—
13	Q5	4b	—c	—
14	Q6	12	Q10	81
15	Q6	12e	—f	—
16	Q6	12b,e	—g	—
17	Q7	48	Q11	51

^aNo reaction.

^bReflux.

^cReaction mixture decomposed.

^d2-propanol was used as the solvent.

^e4-Chloroaniline was used as the amine.

^fVery slow reaction.

^gDecomposed in column.