Benzenesulfonyl chloride → HCID 20309753, compound

HRID 268450Notes

Reaction equation

HRID 268450 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=3)[NH:9][N:8]=2)=[CH:3][CH:2]=1.[H-].[Na+].[C:20]1([S:26](Cl)(=[O:28])=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>O1CCCC1>[C:20]1([S:26]([N:8]2[C:7]([C:4]3[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=3)=[N:11][C:10]([C:12]3[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=3)=[N:9]2)(=[O:28])=[O:27])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 24758Sodium hydrideHCID 24434994-(3-pyridin-4-yl-1H-1,2,4-triazol-5-yl)pyridine

Product 1

HCID 20309753HCID 20309753, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 1.06 g. (0.005 mole) of 3,5-di(4-pyridyl)-1,2,4-triazole in 100 ml. of tetrahydrofuran is added 57% sodium hydride in mineral oil (0.21 g., 0.005 mole). The reaction mixture is heated at reflux for 1/2 hour, cooled and a solution of benzenesulfonyl chloride (0.88 g., 0.005 mole) is added. The reaction mixture is heated at reflux for 1/2 hour, cooled, filtered and concentrated to a solid. After recrystallization from acetonitrile 0.4 g. of 1-benzenesulfonyl-3,5-di(4-pyridyl)-1,2,4-triazole melting at 210°-212°C. is obtained.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 1/2 hour
  3. temperaturecooled
  4. temperatureThe reaction mixture is heated
  5. temperatureat reflux for 1/2 hour
  6. temperaturecooled
  7. filtrationfiltered
  8. concentrationconcentrated to a solid
  9. customAfter recrystallization from acetonitrile 0.4 g

Sources & evidence

ORD record
ord-685189d6049c4a1a9355939cb1f7cf1f
Source dataset
uspto-grants-1976_03
Patent number
US03947577

Reaction notes

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