HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (3-Chloro-4-methoxy-phenyl)-(4,6-dichloro-pyrimidin-2-yl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4,6-Trichloropyrimidine | HCID 77378 | — |
| Reactant | 2-Chloro-4-methoxyaniline | HCID 407432 | — |
| Reactant | Chloroform hexane | HCID 21585165 | — |
| Product | (3-Chloro-4-methoxy-phenyl)-(4,6-dichloro-pyrimidin-2-yl)-amine | HCID 58626087 | 22% |
Reaction Steps
To a solution of 2,4,6-trichloro-pyrimidine (0.29 g, 1.58 mmol) in 1:1 chloroform-hexane (10 mL) was added 3-chloro-p-anisidine (0.5 g, 3.1 mmol) at 25° C. with stirring. To this was added triethylamine (0.22 mL, 1.59 mmol) at 25° C. and the mixture was heated and refluxed for 7 hours under nitrogen atmosphere. The mixture was then concentrated under vacuum, diluted with cold water (30 mL) and extracted with ethyl acetate (2×60 mL). The organic layers were collected, combined, washed with brine (30 mL), dried over anhydrous sodium sulphate, and concentrated under vacuum. The crude product thus obtained was purified by column chromatography using ethyl acetate-petroleum ether to afford the desired compound. Yield: 22%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820654B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-be9ab0e62d56432f96749a77f95e855d |
| Source note | uspto-grants-2010_10 |