HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropyl Ether → 5-Methylbenzimidazolone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropyl Ether | HCID 7914 | — |
| Reactant | 3,4-Diaminotoluene | HCID 10332 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Methylbenzimidazolone | HCID 223134 | 81.1% |
Reaction Steps
To a solution of 4-methyl-1,2-phenylenediamine (1) (25 g) in tetrahydrofuran (375 mL) was added dropwise a solution of 1,1′-carbonyldiimidazole (36.5 g) in dichloromethane (375 mL). After stirring at room temperature for 6.5 hr, diisopropylether (375 mL) was added to the reaction mixture. After stirring at room temperature, the resulting precipitate was collected by filtration. The precipitate was washed with diisopropyl ether, and dried under reduced pressure to give 5-methyl-1,3-dihydrobenzimidazol-2-one (2) (24.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09212169B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-5d4a4d46e4d341b2ad72b1f0468b94d1 |
| Source note | uspto-grants-2015_12 |