Trimethylorthoacetate → HCID 58118967, compound

HRID 406414Notes

Reaction equation

HRID 406414 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[C:5]([NH:8][NH2:9])=[N:6][CH:7]=1.[CH3:13][C:14](C)(C)C([O-])([O-])[O-]>>[Br:1][C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[C:5]2[N:6]([C:13]([CH3:14])=[N:9][N:8]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 21927715TrimethylorthoacetateHCID 263702005-Bromo-2-hydrazinyl-3-nitropyridine

Product 1

HCID 58118967HCID 58118967, compound

Conditions

Temperature
80 °C

Procedure

A suspension of 5-bromo-3-nitro-2-hydrazinopyridine (2.0 g, 8.58 mmol) in trimethylorthoacetate (20 mL) was heated at 80° C. for 20 h. After cooling, the solvent was distilled off, the residue was dissolved in ethyl acetate (200 mL), washed with water, brine, dried over sodium sulphate and concentrated to provide the product 6-bromo-3-methyl-8-nitro-[1,2,4]triazolo[4,3-a]pyridine.

Workup

  1. temperatureAfter cooling
  2. distillationthe solvent was distilled off
  3. dissolutionthe residue was dissolved in ethyl acetate (200 mL)
  4. washwashed with water, brine
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-93de039c8a214785b3abb66ef198353a
Source dataset
uspto-grants-2014_06
Patent number
US08754103B2

Reaction notes

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