The Scientific World Journal / 2012 / Article / Tab 1

Research Article

A Facile Synthesis of New 2-Amino-4H-pyran-3-carbonitriles by a One-Pot Reaction of 𝜶 , 𝜶 -Bis(arylidene) Cycloalkanones and Malononitrile in the Presence of K 𝟐 C O 𝟑

Table 1

Synthesis of 2-amino-4H-pyran-3-carbonitriles 3a–qa.

EntryZRProductTime (min)Yield (%) b mp (°C)Ref

1CH2H 3a4587227-228[19]
2CH22-Cl3b590213-214[19]
3CH22,4-Cl23c1593238-239[18]
4CH2-CH2H3d1095228–230[17]
5CH2-CH22-Cl3e1085237-238[19]
6CH2-CH24-Cl3f1585215-216[19]
7CH2-CH24-F3g1090222–224
8CH2-CH24-Br3h1588214–217
9CH2-CH24-Me3i6090161-162[19]
10CH2-CH24-OMe3j1080220–222
11CH2-CH22,4-Cl23k1587195-196 [18]
12 CH2-CH22-Cl, 6-F3l1085233–236
13CH(CH3)CH2H3m2090199–202
14CH(CH3)CH22-Cl3n2587198–201
15CH(CH3)CH24-Cl3o1585208-209
16CH(CH3)CH24-Me3p6075214–218
17CH(CH3)CH24-OMe3q2080199–202

a Reaction conditions: 𝛼 , 𝛼 -bis(arylidene) cycloalkanones 1 (1 mmol), malononitrile 2 (1 mmol), K2CO3 (0.05 mmol, 5 mol%), EtOH (10 mL), reflux. b Isolated yields.

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