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Table 1 Physical data of the synthesized Azlactones 2a-i

From: Multicomponent synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones (azlactones) using a mechanochemical approach

No Ar m.p. (°C) found/reported Yield (%) G.a/Conv.b Time (min) G.a/Conv.b (YE) G./Conv.
2a C6H5 166–168/169 [40] 90/72 4/120 22.6/0.6
2b 4-MeOC6H4 155–156/154 [28] 93/70 5/120 18.6/0.58
2c 4-ClC6H4 189–190/190 [28] 96/69 10/120 9.6/0.57
2d 4-Me2NC6H4 205–206/208 [28] 91/69 12/120 7.6/0.57
2e 4-NO2C6H4 238–240/241 [28] 96/68 10/120 9.6/0.56
2f 2-ClC6H4 150–152/153 [28] 88/72 12/120 7.3/0.6
2g  2-BrC6H4 144–145/144 [27] 87/68 13/120 6.7/0.56
2h  3,4-(OMe)2C6H3 148–150/152 [27, 40] 87/70 8/120 9.7/0.58
2i –CH=CHC6H5 130–131/131 [40] 79/71 6/120 13.2/0.59
  1. G grinding, Conv conventional, YE yield economy
  2. aGeneral conditions for the mechanochemical procedure: glycine (1.0 mmol) aromatic aldehyde (1.0 mmol), benzoyl chloride (1.0 mmol), fused sodium acetate (1.0 mmol) and acetic anhydride (cat.) were grinded in a mortar and pestle at room temperature for 4–13 min
  3. bGeneral conditions for the conventional procedure: N-benzoyl glycine (1.2 mmol), aromatic aldehyde (1.0 mmol), acetic anhydride (3.0 mmol) and fused sodium acetate (1.5 mmol) on a hot plate to liquefaction, followed by heating on a water path for 2 h