HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 4-Cyano-3-fluorobenzyl bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-Fluoro-4-methylbenzonitrile | HCID 2778443 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 4-Cyano-3-fluorobenzyl bromide | HCID 2778466 | — |
Reaction Steps
N-Bromosuccinimide and AIBN were added to a carbon tetrachloride solution of 2-fluoro-4-methylbenzonitrile, followed by heating under reflux to obtain 4-(bromomethyl)-2-fluorobenzonitrile. By allowing this to react with morpholine in DMF in the presence of potassium carbonate, 2-fluoro-4-(morpholin-4-ylmethyl)benzonitrile was obtained. In DMF and in the presence of potassium carbonate, this was allowed to react with cyclohexanamine at 160° C. for 30 minutes while carrying out microwave irradiation. By post-treating the reaction liquid, 2-(cyclohexylamino)-4-(morpholin-4-ylmethyl)benzonitrile was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106190B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-31a9af376a1240b4b8f70bdeb7fc91cd |
| Source note | uspto-grants-2012_01 |