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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1441273Generated: October 31, 2026

Formaldehyde → 3,6-Dihydro-3-methyl-N-nitro-2H-1,3,5-oxadiazin-4-amine

https://huagongshe.com/reaction/1441273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantTriethylamineHCID 8471—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 178485186HCID 178485186—
SolventTolueneHCID 1140—
Product3,6-Dihydro-3-methyl-N-nitro-2H-1,3,5-oxadiazin-4-amineHCID 136277959—

Reaction Steps

30.5 g of paraformaldehyde are added, at room temperature, to a mixture of 20 g of N-methyl-N′-nitroguanidine, 17 g of triethylamine, 100 ml of dioxane and 100 ml of toluene, and the mixture is refluxed for 16 hours and subsequently evaporated in vacuo. The residue is purified by column chromatography [silica gel; dichloromethane/methanol (95:5)], giving the title compound which melts at 137 to 139°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07655650B2
Source datasetuspto-grants-2010_02
ORD IDord-d5487785da654b1c84418907b3701fee
Source noteuspto-grants-2010_02