Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 567931Generated: October 30, 2026

Benzylamine → 3-nitryloxy-2,2-bis(nitryloxymethyl)propionic acid N-benzylamide

https://huagongshe.com/reaction/567931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 2,2-bis(nitryloxymethyl)-3-nitryloxypropionateHCID 15380869—
SolventChloroformHCID 6212—
Product3-nitryloxy-2,2-bis(nitryloxymethyl)propionic acid N-benzylamideHCID 1538087373%

Reaction Steps

1 g (3.5 mmol) of methyl 3-nitryloxy-2,2-bis(nitryloxymethyl)propionate is heated for 3 hours at 130° C. with 3 ml of benzylamine and 100 mg of ammonium chloride and the mixture is cooled, taken up in 50 ml of chloroform and washed successively with water, with dilute hydrochloric acid, with aqueous bicarbonate solution and again with water. The crude product obtained after evaporation of the solvent is purified by column chromatography to give 3-nitryloxy-2,2-bis(nitryloxymethyl)propionic acid N-benzylamide (Tri-PA-NBzl amide) as a colourless oil. Yield: 73%. Elemental analysis: (C: conforms, H: conforms, N: conforms).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06180664B2
Source datasetuspto-grants-2001_01
ORD IDord-42b3caafe9644876880c5feba7dc3b9d
Source noteuspto-grants-2001_01