Hydrochloric Acid → 3-Nitryloxy-2,2-bis(nitryloxymethyl)propionic acid hydrazide

HRID 840193Notes

Reaction equation

HRID 840193 reaction equation
[N+:1]([O:4][CH2:5][C:6]([CH2:16][O:17][N+:18]([O-:20])=[O:19])([CH2:11][O:12][N+:13]([O-:15])=[O:14])[C:7](OC)=[O:8])([O-:3])=[O:2].Cl.[NH2:22][NH2:23].Cl>>[N+:1]([O:4][CH2:5][C:6]([CH2:16][O:17][N+:18]([O-:20])=[O:19])([CH2:11][O:12][N+:13]([O-:15])=[O:14])[C:7]([NH:22][NH2:23])=[O:8])([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 115031Hydrazinium chlorideHCID 15380869Methyl 2,2-bis(nitryloxymethyl)-3-nitryloxypropionate

Product 1

HCID 153808743-Nitryloxy-2,2-bis(nitryloxymethyl)propionic acid hydrazideYield 63%

Procedure

1 g (3.5 mmol) of methyl 2,2-bis(nitryloxymethyl)-3-nitryloxypropionate is heated with excess aqueous hydrazine hydrochloride solution for 5 hours on a water bath. The mixture is poured onto ice and slightly acidified with hydrochloric acid. After column chromatographic separation of the oil which is produced, 3-nitryloxy-2,2-bis(nitryloxymethyl)propionic acid hydrazide is obtained as a colourless oil. Yield: 63%.

Workup

  1. additionThe mixture is poured onto ice
  2. customAfter column chromatographic separation of the oil which
  3. customis produced

Sources & evidence

ORD record
ord-deeefd9f73eb41f1858a2e8e282f08de
Source dataset
uspto-grants-2002_04
Patent number
US06365611B1

Reaction notes

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