Table 9.
Green chemistry metrics for the synthesis of dihydropyrimidinones/-thiones 7.
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| entry | reactants | product | AE (%) | E-factora | PMIb | Curzon’s RMEc (%) | gRMEd (%) |
|
| Ar | 5/6 | |||||||
| 1 | phenyl: 2a | 5 | 7a | 88 | 45.254 | 46.254 | 85 | 2.2 |
| 2 | 4-methylphenyl: 2b | 5 | 7b | 88 | 43.373 | 44.373 | 84 | 2.3 |
| 3 | 4-methoxyphenyl: 2e | 5 | 7c | 89 | 41.036 | 42.036 | 85 | 2.4 |
| 4 | 3,4-dimethoxyphenyl: 2f | 5 | 7d | 90 | 37.924 | 38.924 | 85 | 2.6 |
| 5 | 3-hydroxyphenyl: 2r | 5 | 7e | 89 | 43.550 | 44.550 | 85 | 2.2 |
| 6 | 2-hydroxyphenyl: 2h | 5 | 7f | 89 | 44.953 | 45.953 | 82 | 2.2 |
| 7 | 4-nitrophenyl: 2l | 5 | 7g | 89 | 39.770 | 40.770 | 84 | 2.5 |
| 8 | 4-fluorophenyl: 2m | 5 | 7h | 89 | 43.220 | 44.220 | 85 | 2.3 |
| 9 | 4-chlorophenyl: 2n | 5 | 7i | 89 | 40.311 | 41.311 | 85 | 2.4 |
| 10 | 3-bromophenyl: 2s | 5 | 7j | 90 | 36.254 | 37.254 | 84 | 2.7 |
| 11 | 2-furanyl: 2p | 5 | 7k | 87 | 50.760 | 51.760 | 78 | 1.9 |
| 12 | 2-thienyl: 2q | 5 | 7l | 88 | 46.600 | 47.600 | 81 | 2.1 |
| 13 | phenyl: 2a | 6 | 7m | 89 | 43.045 | 44.045 | 85 | 2.3 |
| 14 | 4-methylphenyl: 2b | 6 | 7n | 89 | 41.341 | 41.341 | 85 | 2.4 |
| 15 | 4-methoxyphenyl: 2e | 6 | 7o | 90 | 39.213 | 40.213 | 86 | 2.5 |
| 16 | 4-nitrophenyl: 2l | 6 | 7p | 90 | 37.978 | 38.978 | 85 | 2.6 |
| 17 | 4-chlorophenyl: 2n | 6 | 7q | 90 | 38.685 | 39.685 | 86 | 2.5 |
aE-factor = minputse − mass of the target product (m7) − mass of the recovered materials/m7. bPMI = (minputs − mass of the recovered materials)/m7 or 1 + E-factor. cCurzon’s RME = m7/m2 + m 4 + m5/6 or yield × AE × 1/SF; SF = 1. dgRME = 100⋅(m7/(minputs − mass of the recovered materials)) or 100⋅(1/(1 + E-factor)). eminputs = m2 + m4 + m5/6 + mS + mC + mWPM + mpurification materials (PM).
