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Table 1 Reaction conditions for the synthesis of Anilinomethylenemalonate (1)

From: A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives

Entry

Solvent

Heating method

Temperature/Time

% Yield

1

MeOH

Microwave

120 ℃ for 30 min

56

2

MeOH

Conventional

Reflux, 4 h

78

3

MeOH

Conventional

Reflux, 8 h

93

4

EtOH

Microwave

140 ℃ for 30 min

32

5

EtOH

Conventional

Reflux, 4 h

63

6

EtOH

Conventional

Reflux, 8 h

84

7

DCM

Conventional

Reflux, 4 h

20

8

DCM

Conventional

8 h

32