1H-1,2,4-Triazole → 5-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine

HRID 926734Notes

Reaction equation

HRID 926734 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[NH:11]1[CH:15]=[N:14][CH:13]=[N:12]1.C([O-])([O-])=O.[K+].[K+]>>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH:15]=[N:14][CH:13]=[N:12]2)=[N:3][CH:4]=1)([O-:10])=[O:9]

Participants

4

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 952642-Fluoro-5-nitropyridine

Product 1

HCID 27667645-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine

Conditions

Temperature
25 °C

Procedure

2-fluoro-5-nitropyridine (30 g, 18.9 mmol) was added to a stirred solution of 1H-1,2,4-triazole (1.566 g, 22.7 mmol) and K2CO3 (5.14 g, 37.8 mmol) and stirred for 16 hrs at 25° C. Reaction mass was diluted with ice cold water and stirred for 15 min. The solid obtained was filtered and dried under vacuum to afford the desired product. MS (ESI): m/z 192 (M+H).

Workup

  1. customReaction mass
  2. additionwas diluted with ice cold water
  3. stirringstirred for 15 min
  4. customThe solid obtained
  5. filtrationwas filtered
  6. customdried under vacuum

Sources & evidence

ORD record
ord-d12b4aebdc51445c9bea7eac74105a05
Source dataset
uspto-grants-2016_03
Patent number
US09289419B2

Reaction notes

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