1H-1,2,4-Triazole → HCID 23363106, compound

HRID 1081889Notes

Reaction equation

HRID 1081889 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]3[N:14]=[N:13][N:12]([CH3:15])[C:11]=3[CH:16]=2)=[C:4]([CH2:19]Cl)[CH:3]=1.[NH:21]1[CH:25]=[N:24][CH:23]=[N:22]1.C(=O)([O-])[O-].[Cs+].[Cs+]>C(#N)C>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][C:7]2[CH:8]=[CH:9][C:10]3[N:14]=[N:13][N:12]([CH3:15])[C:11]=3[CH:16]=2)=[C:4]([CH2:19][N:21]2[CH:25]=[N:24][CH:23]=[N:22]2)[CH:3]=1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 10796Cesium carbonateHCID 23363128HCID 23363128, compound

Product 1

HCID 23363106HCID 23363106, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of 6-[4-chloro-2-(chloromethyl)benzyl]-1-methyl-1H-benzotriazole (0.11 g) from Example 78, 1H-1,2,4-triazole (37 mg) and cesium carbonate (0.18 g) in acetonitrile (2 ml) was refluxed for 30 minutes. After removal of the solvent, the resulting residue was purified by chromatography on a silica gel column (methylene chloride:methanol=99:1), to give the title compound (63mg; 52%). The purity of the compound was 96.7% by HPLC.

Workup

  1. temperaturewas refluxed for 30 minutes
  2. customAfter removal of the solvent
  3. customthe resulting residue was purified by chromatography on a silica gel column (methylene chloride:methanol=99:1)

Sources & evidence

ORD record
ord-60b28cc027cb49508d4648676164f18b
Source dataset
uspto-grants-1996_12
Patent number
US05587392

Reaction notes

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