Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Metronidazole | HCID 4173 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 21491666 | HCID 21491666 | — |
Reaction Steps
A suspension of 200 parts of 1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole in 600 parts of pyridine is cooled to 5° C. in an ice bath and 140 parts of methanesulfonyl chloride is added portionwise at 0°-5° C. over a period of 4 hours. The mixture is then stirred at about 0° C. for 1 hour before it is slowly diluted with 600 parts of water while maintaining the temperature at 0°-5° C. The solid which forms is separated by filtration, washed with water and dried to give 1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole methylsulfonate. Tosylates of 1-(2-hydroxyethyl)imidazoles are prepared in a similar manner using p-toluenesulfonyl chloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03997572 |
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| Source dataset | uspto-grants-1976_12 |
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| ORD ID | ord-4ba8225a52fe431db36a183189ddaee9 |
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| Source note | uspto-grants-1976_12 |
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