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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2051191Generated: October 25, 2026

Tris(hydroxymethyl)nitromethane → 1-benzyl-6-hydroxymethyl-4-methyl-6-nitrohexahydro-1H-1,4-diazepine

https://huagongshe.com/reaction/2051191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(hydroxymethyl)nitromethaneHCID 31337—
ReactantSodium BicarbonateHCID 516892—
ReactantN~1~-Benzyl-N~2~-methylethane-1,2-diamineHCID 10920861—
SolventWaterHCID 962—
Product1-benzyl-6-hydroxymethyl-4-methyl-6-nitrohexahydro-1H-1,4-diazepineHCID 14938638—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of tris(hydroxymethyl)nitromethane (118.9 g), sodium bicarbonate (40 g) and water (1000 ml), N-benzyl-N'-methylethylenediamine (123 g) is added, and the reaction mixture is heated at about 50° C. for 2 hours. After cooling, the solution is extracted with dichloromethane, and the organic layer is washed with saturated aqueous sodium chloride and dried over magnesium sulfate. The solvent is evaporated under reduced-pressure to give 1-benzyl-6-hydroxymethyl-4-methyl-6-nitrohexahydro-1H-1,4-diazepine as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05017573
Source datasetuspto-grants-1991_05
ORD IDord-246326a0c3944d1fb2bc59d4a7c76cad
Source noteuspto-grants-1991_05