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Table 1 Optimization of conditions of the synthesis 9a a

From: Organocatalysis in heterocyclic synthesis: DABCO as a mild and efficient catalytic system for the synthesis of a novel class of quinazoline, thiazolo [3,2-a]quinazoline and thiazolo[2,3-b] quinazoline derivatives

Entry a

Base

Solvent

Time(min)

Yield (%)

1

DABCO

EtOH

5

81

2

piperidine

EtOH

30

67

3

morpholine

EtOH

25

61

4

DBU

EtOH

15

55

5

L-proline

EtOH

40

69

6

K2CO3

EtOH

60

none

7

DABCO

CH3CN

15

35

8

DABCO

DMF

5

46

9

DABCO

Dioxane

5

51

10

DABCO

MeOH

5

68

  1. a Reaction conditions: methyl-2-(2-thiocyanatoacetamido)benzoate (4) (5 mmol), benzylidene malononitriles 8a (5 mmol), and base (10 mol %) in solvent (25 mL) under reflux for the given time.
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BMC Chemistry

ISSN: 2661-801X

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