Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Guanidine | HCID 3520 | — |
| Reactant | Ethyl 5-methylisoxazole-3-carboxylate | HCID 76677 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Guanidine Hydrochloride | HCID 5742 | — |
| Product | HCID 178427207 | HCID 178427207 | — |
Reaction Steps
To a solution of sodium ethylate (75 parts by weight) in anhydrous ethanol (500 parts by volume), guanidine monohydrochloride (96 parts by weight) is added under stirring and ice-cooling to make an ethanolic solution of free guanidine. To this solution, a solution of ethyl 5-methylisoxazole-3-carboxylate (155 parts by weight) in anhydrous ethanol (200 parts by volume) is added within 2 hours under stirring at 40° C. The resultant mixture is allowed to stand at 20° C for 12 hours. The precipitated crude crystals are filtered off, washed with a small amount of water and recrystallized from ethanol to give 1-(5-methyl-3-isoxazolylcarbonyl)guanidine as colorless prisms melting at 192° to 192.5° C under decomposition. IR (Nujol): 1652 cm-1 (=C=O).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04014876 |
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| Source dataset | uspto-grants-1977_03 |
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| ORD ID | ord-189416d745004e3c86229c202cd109d6 |
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| Source note | uspto-grants-1977_03 |
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