HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Allyl-4-chloro-6-(2,4-dichloroanilino)-2-methylpyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,4-Dichloroaniline | HCID 11123 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4,6-Dichloro-2-methyl-5-(prop-2-en-1-yl)pyrimidine | HCID 13070837 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Allyl-4-chloro-6-(2,4-dichloroanilino)-2-methylpyrimidine | HCID 12113469 | 37% |
Reaction Steps
Sodium hydride mineral oil dispersion (60%, 1.38 g, 34.5 mmol) was added to a stirred solution of pyrimidine (10) (3.50 g, 17.2 mmol) and 2,4-dichloroaniline (3.07 g, 18.9 mmol) in DMF (40 mL). After 25 min, the mixture was poured into water (100 mL) and extracted with dichloromethane. The combined extracts were dried (MgSO4), concentrated under vacuum, and the residue was chromatographed (elution with dichloromethane) to afford 2.09 g (37%) of pyrimidine (11) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06531475B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-5659a9b573e4438aaa733f7ff40632bb |
| Source note | uspto-grants-2003_03 |