Ethanol, 2-amino-, 1-nitrate, nitrate (1:1) → HCID 9838253, compound

HRID 2380302Notes

Reaction equation

HRID 2380302 reaction equation
[N+]([O-])(O)=O.[N+:5]([O:8][CH2:9][CH2:10][NH2:11])([O-:7])=[O:6].C(=O)(O)[O-].[Na+].[C:17]([O:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][CH:29]=1)[C:24](Cl)=[O:25])(=[O:19])[CH3:18]>O.C(Cl)(Cl)Cl>[C:17]([O:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][CH:29]=1)[C:24]([NH:11][CH2:10][CH2:9][O:8][N+:5]([O-:7])=[O:6])=[O:25])(=[O:19])[CH3:18]

Participants

6

Reactant 3

HCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 516892Sodium BicarbonateHCID 129985583-(Chlorocarbonyl)phenyl acetate

Product 1

HCID 9838253HCID 9838253, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

18.6 g (0.110 mole) of 2-nitrooxy-ethylamine nitrate at 0° C. were added to a solution of 40.7 g (0.458 mole) of sodium bicarbonate in 140 ml of water and 120 ml of chloroform. After stirring for 10 min, 22.5 g (0.113 mole) of 3-acetoxybenzoic acid chloride were dropped therein and the resulting mixture was stirred for one hour at 0° C. The reaction mixture was warmed to room temperature, the two phases were separated and the organic phase was washed with water and dried over sodium sulfate. The crude title product was obtained, which was recrystallized from ethyl ether. M.p. 89°-91° C. Yield 26.5 g.

Workup

  1. stirringthe resulting mixture was stirred for one hour at 0° C
  2. customthe two phases were separated
  3. washthe organic phase was washed with water
  4. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-9dd118c3ee6941e3a0297f78cb4347b0
Source dataset
uspto-grants-1994_11
Patent number
US05366992

Reaction notes

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