HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Iodotoluene → N,N-diethyl-m-toluidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Iodotoluene | HCID 12207 | — |
| Reactant | Stannanamine, 1,1,1-tributyl-N,N-diethyl- | HCID 5315088 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N,N-diethyl-m-toluidine | HCID 66679 | — |
Reaction Steps
Analogous reaction of N,N-diethylaminotributyltin with aromatic iodides were less efficient; however, satisfactory yields (>60% yields of isolated product) could be obtained in the presence of ammonium salts. Thus, the reaction of N,N-diethylaminotributyltin with p-iodotoluene in the presence of N-benzyltriethylammonium chloride in toluene at 100° C. afforded 3-(N,N-diethylamino)toluene in 63% isolated yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05576460 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-f56f90ffb4494f9186c60780878ae6ec |
| Source note | uspto-grants-1996_11 |