HuagongsheHuagongshe Chemistry Print Report · For research reference only
18-Crown-6 → 7-[(4,6-Dimethoxy-pyrimidin-2-yl)oxy]-3-thiocyano-phthalide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | Potassium thiocyanate | HCID 516872 | — |
| Reactant | 3-Chloro-7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-phthalide | HCID 19927406 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-[(4,6-Dimethoxy-pyrimidin-2-yl)oxy]-3-thiocyano-phthalide | HCID 19927419 | — |
Reaction Steps
A mixture of 1.4 g of 3-chloro-7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-phthalide (see Example 85) and 0.46 g of potassium thiocyanate is heated in the presence of a spatula tip of 18-crown-6 in 15 ml of acetonitrile for 4 hours. The mixture is then filtered through Celite®, concentrated by evaporation and chromatographed with 30% ethyl acetate/n-hexane to yield 7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-3-thiocyano-phthalide in the form of light-yellow crystals, m.p. 161°-163° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05332717 |
| Source dataset | uspto-grants-1994_07 |
| ORD ID | ord-68374cbb41a34097a901e214e2693650 |
| Source note | uspto-grants-1994_07 |