HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrobenzyl bromide → 4-Benzyl-1-(4-nitrobenzyl)-1,2,4-triazolidin-3,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrobenzyl bromide | HCID 66011 | — |
| Reactant | Triazabicyclodecene | HCID 79873 | — |
| Reactant | 4-Benzyl-1,2,4-triazolidine-3,5-dione | HCID 392331 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Benzyl-1-(4-nitrobenzyl)-1,2,4-triazolidin-3,5-dione | HCID 19752622 | 58.6% |
Reaction Steps
A mixture of 4-benzylurazole (3.8 g, JCS Perkin II, 1975, 1325), p-nitrobenzyl bromide (4.3 g, Aldrich) and polymer-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (P-TBD, 6.3 g, Fluka) in DCM (400 ml) was refluxed under N2 for 24 hours. The P-TBD was filtered off and the filtrate evaporated to leave a gum which was flash chromatographed through a silica column using chloroform/methanol (19:1 v/v) to give the desired product as a solid (3.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05225431 |
| Source dataset | uspto-grants-1993_07 |
| ORD ID | ord-bfc975c33ffb45d99981d0d141bb3d70 |
| Source note | uspto-grants-1993_07 |