Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Morpholinecarbonyl chloride | HCID 84810 | — |
| Reactant | HCID 178424441 | HCID 178424441 | — |
| Solvent | Water | HCID 962 | — |
| Product | Cyclopyrimorate | HCID 23013854 | 99.2% |
Reaction Steps
To 19.0 g (68.8 mmol) of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol were added 51.3 g of acetone and 10.5 g (75.7 mmol) of potassium carbonate, and the resultant mixture was stirred at 30° C. To the mixture was added dropwise 11.3 g (75.7 mmol) of morpholinecarbonyl chloride over one hour. The reaction mixture was subjected to reaction at 30° C. for 5 hours. After completion of the reaction, pure water was added to the reaction mixture to deposit solids, and then the solids were taken out by filtration. The resultant solids were dried under a reduced pressure, and the solids were quantitatively determined by an HPLC internal standard analysis method, which showed that 26.6 g of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl morpholine-4-carboxylate (yield: 99%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08552182B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-d2a752ee67d44c63b734f518873b4993 |
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| Source note | uspto-grants-2013_10 |
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