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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476848Generated: October 27, 2026

3-Methoxypropylamine → 3-Methoxypropylamino phosphoraziridine

https://huagongshe.com/reaction/476848

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-MethoxypropylamineHCID 1672—
ReactantTriethylamineHCID 8471—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2,2-DimethylaziridineHCID 227244—
SolventTetrahydrofuranHCID 8028—
Product3-Methoxypropylamino phosphoraziridineHCID 1983661260%

Reaction Conditions

Temperature-40 °C

Reaction Steps

0.08 moles of triethylamine, 0.025 moles of POCl3 and 150 milliliters of dried tetrahydrofuran were combined in a 250 milliliter round bottom flask, under a nitrogen atmosphere to avoid moisture contamination, to form a first solution which was then cooled to -40° C. A second solution was then prepared containing 0.05 moles of 2,2-dimethylaziridine in 20 milliliters of THF and the second solution was added dropwise to the cooled first solution over a period of about 2 hours. The resulting slurry was then warmed over a period of about 1 hour to 0° C. then cooled again to -30° C. and then had added thereto, by dropwise addition, a solution containing 0.026 moles of 3-methoxypropyl amine in 20 milliliters of THF. The solution was then allowed to stand overnight with constant stirring at ambient temperature, the resulting slurry was filtered, the filtrate was concentrated by rotary evaporation, and thereafter vacuum distilled at 130° C./0.42 millimeters Hg to produce a 60% yield of 3-methoxypropylamino phosphoraziridine. NMR characterization indicated that the product was 95% pure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04886790
Source datasetuspto-grants-1989_12
ORD IDord-d3114f607a474300af62887e6ff05ef1
Source noteuspto-grants-1989_12