Summary of the screening of conditions done in a flow chemistry reactora.
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| No. | Conc. (M) | Press. (bar) | T (°C) | Equiv. CO | Equiv. Cat. | R. t. (min) | Ratio 5 : 2b | Yieldc5 (%) |
| 1d | 0.25 | 15 | 220 | 0.3 | 60 | 60 : 40 | 56 | |
| 2 | 0.25 | 20 | 220 | 0 | 1 | 8 | 60 : 40 | 55 |
| 3 | 0.25 | 20 | 220 | 5 | 0.3 | 8.5 | 48 : 52 | 45 |
| 4e | 0.25 | 20 | 220 | 3 | 0.3 | 8.5 | 53 : 47 | 54 |
| 5 | 0.1 | 20 | 220 | 3 | 0.3 | 7 | 48 : 52 | n.i.f |
| 6 | 0.5 | 20 | 220 | 3 | 0.3 | 8 | 48 : 52 | 48 |
| 7 | 0.25 | 20 | 220 | 3 | 0.15 | 7 | 31 : 69 | n.i.f |
| 8 | 0.25 | 28 | 220 | 3 | 0.3 | 9 | 45 : 55 | n.i.f |
| 9 | 0.25 | 10 | 220 | 3 | 0.3 | 6 | 31 : 69 | n.i.f |
| 10 | 0.25 | 20 | 240 | 3 | 0.3 | 7 | 43 : 57 | n.i.f |
| 11 | 0.25 | 20 | 200 | 3 | 0.3 | 7 | 40 : 60 | n.i.f |
| 12g | 0.25 | 20 | 220 | 3 | 0.3 | 7.5 | 57 : 43 | 56 |
| 13h | 0.25 | 20 | 220 | 3 | 0.3 | 8.5i | 60 : 40 | 55 |
All reactions were performed with 1.0 equiv. of the amine and 2.0 equiv. of thiol (method C).
Ratio estimated based on the integrals of well resolved 1H NMR signals of the crude mixture.
In pure product.
Batch reaction.
Method-C.
Isolation was not done.
Including 1.0 equiv. of AcOH (method D).
Long run with 1 g of amine.
52 min of total operation time.