Tert-Butyl hypochlorite → HCID 54299470, compound

HRID 1420292Notes

Reaction equation

HRID 1420292 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-154f902657634c78be5d164729f121ee
Source dataset
uspto-grants-1999_03
Patent number
US05889161

Reaction notes

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