Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Methylcyclopropane-1-carbonyl chloride | HCID 12789939 | — |
| Reactant | HCID 178511097 | HCID 178511097 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57736280 | HCID 57736280 | 22.2% |
Reaction Steps
2.75 g of 2-chloro-N-hydroxyacetoamidine and 3.0 g of 1-methylcyclopropanecarbonyl chloride were dissolved in 50 ml of N,N-dimethylformamide, and 2.8 g of triethylamine was added dropwise under ice-cooling. After completion of the addition, the mixture was heated to 130° C., stirred for 6 hours and then cooled to room temperature. After aqueous saturated sodium chloride was added, the reaction mixture was extracted with methyl-t-butyl ether. The organic layer was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.97 g of 3-(chloromethyl)-5-(1-methylcyclopropyl)-1,2,4-oxadiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07846956B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-0d965d0ea0364d6fbdb2cd00083b91da |
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| Source note | uspto-grants-2010_12 |
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