Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chlorodifluoromethane | HCID 6372 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 135745182 | HCID 135745182 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 13752454 | HCID 13752454 | — |
Reaction Steps
Into a solution containing 1.25 g methyl 5-hydroxy-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinate and 1.40 g sodium methoxide in 50 mL absolute methanol at 50° C. is passed through a dispersion tube, chlorodifluoromethane for one hour. The mixture is cooled to 5° C. and the pH adjusted to 5 with 2N methanolic HCl. The solution is filtered and the filtrate concentrated in vacuo. The residue is extracted with 2×100 mL ether, the extracts combined, dried and concentrated. The residue is chromatographed on silica gel using ether as the eluant to give the product, analytically pure methyl 5-difluoromethoxy-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinate as a white crystalline solid, mp 104°-105° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04911753 |
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| Source dataset | uspto-grants-1990_03 |
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| ORD ID | ord-d676db98b1864bf5b166aab00f935de2 |
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| Source note | uspto-grants-1990_03 |
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