Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Glycidol | HCID 11164 | — |
| Reactant | 3-(4-Aminophenyl)-1,2,4-oxadiazol-5(2H)-one | HCID 135453185 | — |
| Reactant | HCID 140440993 | HCID 140440993 | — |
| Product | HCID 136125521 | HCID 136125521 | — |
Reaction Steps
3.0 g of 3-[4-(N-benzoylamidino)phenyl]-5-methanesulfonyloxymethyl-2-oxazolidinone [obtainable by reacting 4-(5-oxo-1,2,4-oxadiazolin-3-yl)aniline with 2,3-epoxypropan-1-ol to give N-[4-(5-oxo-1,2,4-oxadiazolin-3-yl)phenyl]-2,3-dihydroxypropylamine, reacting with diethyl carbonate in the presence of tert-butoxide to give 3-[4-(5-oxo-1,2,4-oxazolin-3-yl)phenyl]-5-hydroxymethyl-2-oxazolidinone, reductive cleavage of the 5-oxo-1,2,4-oxadiazoline group, reacting with benzoyl chloride and subsequently esterifying with methanesulfonyl chloride) dissolved in 10 ml of DMF, are added to a solution of 1.2 g of 4-ethoxycarbonylmethylpiperazine (“A”) in 20 ml of DMF, and the mixture is stirred at room temperature for 60 min. Removal of the solvent and the usual working up result in 3-[4-(N-benzoylamidino)phenyl]-5-(4-ethoxycarbonylmethylpiperazinomethyl)-2-oxazolidinone, m.p. 114°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06455529B1 |
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| Source dataset | uspto-grants-2002_09 |
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| ORD ID | ord-11f74c65517745fcb5e2e31e80fa1796 |
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| Source note | uspto-grants-2002_09 |
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