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. 2019 Jul 2;9(36):20573–20581. doi: 10.1039/c9ra02763g

Study of the influence of 1°,2°-alcohols on the formation of imines from 6-chloro-3-formylchromone (1) and 2-aminobenzothiazole (2) in THF (20 mL) at RT (10 h) and reflux (2 h).

Entry Alcohol Eq. Product Yield (%)
1 1-BuOH 1 4f 96
2 1-BuOH 10 4f 95
3 2-BuOH 1 4f 96
4 Cyclohexanol 1 4f 95
5 a 4f 96
6 MeOHb 1 4g 95
7 a,b 4g 96
8 a,b,c 4e 95
a

No alcohol was used.

b

2-Aminobenzothiazole.

c

6-Hydroxy-3-formylchromone.