Triethylamine → HCID 18961076, compound
Reaction equation
C(N(CC)CC)C.C(P(=O)(OCC)OCC)#N.[N+]([O-])(O)=O.[N+:22]([O:25][CH2:26][CH2:27][NH2:28])([O-:24])=[O:23].[CH3:29][N:30]1[CH:34]([C:35](O)=[O:36])[CH2:33][S:32][C:31]1=[O:38]>O1CCCC1>[N+:22]([O:25][CH2:26][CH2:27][NH:28][C:35]([CH:34]1[CH2:33][S:32][C:31](=[O:38])[N:30]1[CH3:29])=[O:36])([O-:24])=[O:23]Participants
Procedure
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.
Workup
- temperaturecooling
- customafter which the solvent was removed by distillation under reduced pressure
- additionThe residue was mixed with ethyl acetate
- washthe resulting mixture was washed with a saturated aqueous solution of sodium chloride
- dry with materialIt was then dried over anhydrous magnesium sulfate
- customthe solvent was removed by distillation under reduced pressure
- customThe crystalline residue was recrystallized from ethanol
Sources & evidence
- ORD record
- ord-dc2f096409a14925ba177bb5a25ae951
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05298516
Reaction notes
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