Optimizing the reaction conditions in the 5-substituted 1H-tetrazoles derivatives through MCRsa.
Entry | Solvent | Amount of catalyst (mg) | Temp. (°C) | Time (min) | Yieldb (%) |
---|---|---|---|---|---|
1 | Solvent-free | — | r.t. | 100 | Trace |
2 | Water | — | r.t. | 100 | Trace |
3 | Solvent-free | — | Reflux | 100 | Trace |
4 | Ethanol | — | r.t. | 100 | Trace |
5 | Ethanol | — | Reflux | 100 | 20 |
6 | Ethanol | 30 | Reflux | 40 | 38 |
7 | DMF | 10 | Reflux | 40 | 56 |
8 | DMF | 20 | Reflux | 40 | 72 |
9 | DMF | 30 | Reflux | 40 | 97 |
10 | DMF | 50 | Reflux | 40 | 89 |
Reaction conditions: aromatic aldehyde (1 mmol), malononitrile (1 mmol) and sodium azide (1.2 mmol), the CFHT nanocatalyst (10–50 mg).
The yields relate to the isolated product.