HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 5-Chloro-2,6-dimethyl-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethan-1-amine | HCID 13909968 | — |
| Reactant | 4,5-Dichloro-2,6-dimethylpyrimidine | HCID 15626107 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-Chloro-2,6-dimethyl-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}pyrimidine | HCID 13909983 | 55.8% |
Reaction Steps
1.0 g of triethylamine and 2.2 g of 2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamine were added to 1.8 g of 4,5-dichloro-2,6-dimethylpyrimidine dissolved in 50 ml of toluene. The mixture was heated under reflux, whilst stirring, for 5 hours. At the end of this time, the reaction product was washed with water and dried over anhydrous sodium sulfate. Toluene was then removed by distillation under reduced pressure, and the oily product obtained was subjected to column chromatography (Wakogel C-200, eluted with a 2:1 by volume mixture of toluene and etyl acetate) to isolate the product. The crystals obtained were recrystallized from hexane, to give 2.0 g of the title compound as colorless granular crystals melting at 61°-63° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04845097 |
| Source dataset | uspto-grants-1989_07 |
| ORD ID | ord-a171694621ec4fe1b4585c73f7e67502 |
| Source note | uspto-grants-1989_07 |