HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 34879Generated: October 28, 2026
Methyl iodide → 5-(2-Hydroxyphenyl)-3-methyl-1,3,4-oxadiazol-2(3H)-one
https://huagongshe.com/reaction/34879
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | o-Hydroxyphenyl-1,3,4-oxadiazol-2-ol | HCID 135624284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(2-Hydroxyphenyl)-3-methyl-1,3,4-oxadiazol-2(3H)-one | HCID 135624285 | 71.1% |
Reaction Steps
To a suspension of 3.8 g of potassium t-butoxide in 60 ml of dry DMF under a N2 atmosphere was added portionwise 6 g of the product of Example 10 while maintaining the reaction temperature at 10°-20° C. with external cooling. After stirring at 25° C. for one hour, 9.6 g of methyl iodide was added dropwise at 10°-20° C. with external cooling. After stirring at room temperature for 16 hours, the suspension was poured into excess ice-water and filtered. The residue was recrystallized from 2-propanol to yield 4.6 g of the subject compound; m.p. 160°-162° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04764205 |
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| Source dataset | uspto-grants-1988_08 |
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| ORD ID | ord-2bdfaf3288b94c19b6debeb07bc4e2c0 |
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| Source note | uspto-grants-1988_08 |
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