Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | Ethanol, 2-amino-, 1-nitrate, nitrate (1:1) | HCID 78397 | — |
| Reactant | HCID 18961027 | HCID 18961027 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18961076 | HCID 18961076 | 49% |
Reaction Steps
1.33 ml of triethylamine and 0.36 ml of diethyl cyanophosphonate were added, whilst ice-cooling and stirring, to a suspension of 402 mg of N-(2-nitrooxyethyl)amine nitrate and 326 mg of 3-methyl-2-oxothiazolidine-4-carboxylic acid in 35 ml of dry tetrahydrofuran, and the resulting mixture was stirred at room temperature for 3.5 hours, after which the solvent was removed by distillation under reduced pressure. The residue was mixed with ethyl acetate, and the resulting mixture was washed with a saturated aqueous solution of sodium chloride. It was then dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The crystalline residue was recrystallized from ethanol, to give 247 mg of the title compound as colorless crystals, melting at 105°-106° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05298516 |
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| Source dataset | uspto-grants-1994_03 |
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| ORD ID | ord-dc2f096409a14925ba177bb5a25ae951 |
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| Source note | uspto-grants-1994_03 |
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