HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrafluoro-m-phenylenediamine dihydrochloride → 5-difluoromethoxy-2-[(4-methoxy-3-methyl-2-pyridyl)methylthio]-4,6-dimethyl-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrafluoro-m-phenylenediamine dihydrochloride | HCID 149026 | — |
| Reactant | 2-(Chloromethyl)-4-methoxy-3-methylpyridine--hydrogen chloride (1/1) | HCID 11513982 | — |
| Reactant | HCID 178422367 | HCID 178422367 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 5-difluoromethoxy-2-[(4-methoxy-3-methyl-2-pyridyl)methylthio]-4,6-dimethyl-1H-benzimidazole | HCID 20189543 | — |
Reaction Steps
2.0 g of 5-difluoromethoxy-4,6-dimethyl-1H-benzimidazole-2-thiol and 1.72 g of 2-chloromethyl-4-methoxy-3-methylpyridine hydrochloride are heated in 30 ml of 2-propanol for 4 h to the boil. This gives 3.6 g of the dihydrochloride of the title compound. This is dissolved in water and concentrated hydrochloric acid, the solution is clarified with activated charcoal, the product is precipitated with dilute sodium hydroxide solution and the precipitate is recrystallised from butanol. This gives 2.6 g (85%) of the title compound (m.p. 190°-191° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04686230 |
| Source dataset | uspto-grants-1987_08 |
| ORD ID | ord-c5373432472a4323af3eae21f7fcb069 |
| Source note | uspto-grants-1987_08 |