1H-1,2,4-Triazole → 5-(1H-1,2,4-triazol-1-yl)-1,6-naphthyridin-2(1H)-one

HRID 542516Notes

Reaction equation

HRID 542516 reaction equation
Br[C:2]1[N:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:12])[NH:7]2.[NH:13]1[CH:17]=[N:16][CH:15]=[N:14]1>CN(C)C=O>[N:13]1([C:2]2[N:11]=[CH:10][CH:9]=[C:8]3[C:3]=2[CH:4]=[CH:5][C:6](=[O:12])[NH:7]3)[CH:17]=[N:16][CH:15]=[N:14]1

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 117758245-Bromo-1,6-naphthyridin-2(1H)-one

Product 1

HCID 100134485-(1H-1,2,4-triazol-1-yl)-1,6-naphthyridin-2(1H)-oneYield 52.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture containing 5.6 g of 5-bromo-1,6-naphthyridin-2(1H)-one, 100 ml of dimethylformamide and 6.9 g of 1,2,4-triazole was refluxed on an oil bath for 21 hours and then allowed to cool. The separated solid was collected, washed with ethanol and dried in a vacuum oven at 90° C. to yield 2.8 g of 5-(1H-1,2,4-triazol-1-yl)-1,6-naphthyridin-2(1H)-one, m.p.>300° C.

Workup

  1. temperaturewas refluxed on an oil bath for 21 hours
  2. temperatureto cool
  3. customThe separated solid was collected
  4. washwashed with ethanol
  5. customdried in a vacuum oven at 90° C.

Sources & evidence

ORD record
ord-4e9d538bfce3435d81189bde6c3b4532
Source dataset
uspto-grants-1987_04
Patent number
US04657915

Reaction notes

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