Journal of Chemistry / 2019 / Article / Tab 1

Research Article

Development of New Multicomponent Reactions in Eco-Friendly Media-Greener Reaction and Expeditious Synthesis of Novel Bioactive Benzylpyranocoumarins

Table 1

Optimization of the conditions’ reaction using different solvents.


EntryCatalysts (mmol%)SolventTime (h)Temperature (°C)Yielda,b,c (%)

1No([BMIM][CF3SO3])24210
2NoDMC2490
3NoH2O24100
4NoEtOH2478
5NoCH3CN2482
6NoTHF2466
7NoCH2Cl22440
8NoToluene24110
9NoGlacial AcOH24119
10TFA (10)([BMIM][CF3SO3])2421040
11HCOOH (10)([BMIM][CF3SO3])2421045
12Cu(OAc)2 (10)([BMIM][CF3SO3])24210
13ZnO (10)([BMIM][CF3SO3])24210Trace
14Gl. AcOH (5)([BMIM][CF3SO3])2421065
15Gl. AcOH (10)([BMIM][CF3SO3])2421095
16Gl. AcOH (15)([BMIM][CF3SO3])2421094
17Gl. AcOH (20)([BMIM][CF3SO3])2421085
18Gl. AcOH (10)([BMIM][CF3SO3])30 min21095
19Gl. AcOH (10)([BMIM][CF3SO3])40 min21085
20Gl. AcOH (10)([BMIM][CF3SO3])121076
21Gl. AcOH (10)([BMIM][CF3SO3])1 : 5 h21072
22Gl. AcOH (10)([BMIM][CF3SO3])221075

aAll reactions were carried with hydrazine (0.005 mol), ethyl acetoacetate (0.005 mol), benzaldehyde (0.005 mol), and 4-hydroxycoumarin (0.005 mol). bYield of the isolated product. cThe reaction failed to provide a product. [BMIM][CF3SO3], 1-butyl-3-methylimidazolium trifluoromethanesulfonate.

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