4-Cyanopyridine → HCID 20285806, compound

HRID 867075Notes

Reaction equation

HRID 867075 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1)#[N:2].[Na].[CH3:10][NH:11][NH:12][C:13](=O)[C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1>CO>[CH3:10][N:11]1[C:1]([C:3]2[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=2)=[N:2][C:13]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[N:12]1

Participants

5

Reactant 3

HCID 75064-CyanopyridineHCID 5360545SodiumHCID 12373457HCID 12373457, compound

Product 1

HCID 20285806HCID 20285806, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To 4-cyanopyridine (2 g.) in methanol (30 ml.) is added sodium (0.1 g.). After standing at room temperature 0.5 hour the solution is added to 1-methyl-2-p-chlorobenzoylhydrazine (3.6 g.) in methanol (40 ml.). The reaction mixture is refluxed for 5 hours and concentrated to an oil which is solidified. After recrystallization from ethyl alcohol 0.5 g. of 1-methyl-3-(p-chlorophenyl)-5-(4-pyridyl)-1,2,4-triazole m.p. 191° C. is obtained.

Workup

  1. temperatureThe reaction mixture is refluxed for 5 hours
  2. concentrationconcentrated to an oil which
  3. customAfter recrystallization from ethyl alcohol 0.5 g

Sources & evidence

ORD record
ord-058a975676e24ab89e367e73e37d66f3
Source dataset
uspto-grants-1978_07
Patent number
US04102889

Reaction notes

Loading…