Tert-Butyl hypochlorite → HCID 54299470, compound

HRID 1274030Notes

Reaction equation

HRID 1274030 reaction equation
[NH2:1][N:2]1[CH:6]=[N:5][C:4]([N+:7]([O-:9])=[O:8])=[N:3]1.ClOC(C)(C)C>C(#N)C>[N:1]([N:2]1[CH:6]=[N:5][C:4]([N+:7]([O-:9])=[O:8])=[N:3]1)=[N:1][N:2]1[CH:6]=[N:5][C:4]([N+:7]([O-:9])=[O:8])=[N:3]1

Participants

4

Reactant 2

HCID 521297Tert-Butyl hypochloriteHCID 15404131HCID 15404131, compound

Product 1

HCID 54299470HCID 54299470, compoundYield 31.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

1-Amino-3-nitro-1,2,4-triazole (1.3 g, 10 mmol) was dissolved in 10 mL of dry acetonitrile, cooled to 0° C. with stirring under argon, and treated with t-butyl hypochlorite (1.1 g, 10 mmol) over 10 minutes. The resulting solution was stirred for 24 h, at room temperature, concentrated in vacuo, and triturated with isopropyl alcohol (3 mL). The undissolved solid was collected by filtration to give 400 mg (30%) of 1,1'-azobis-(3-nitro-1,2,4-triazole). The identity of the product was confirmed using NMR spectroscopy and X-ray diffraction.

Workup

  1. stirringThe resulting solution was stirred for 24 h, at room temperature
  2. concentrationconcentrated in vacuo
  3. customtriturated with isopropyl alcohol (3 mL)
  4. filtrationThe undissolved solid was collected by filtration

Sources & evidence

ORD record
ord-a26db6ed9b05480984a236e58e74d0d3
Source dataset
uspto-grants-2000_12
Patent number
US06156136

Reaction notes

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