1H-1,2,4-Triazole → 1H-1,2,4-Triazole, 1-phenyl-

HRID 1751929Notes

Reaction equation

[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.I[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[C:7]1([N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

Reactant 2

HCID 92571H-1,2,4-Triazole

HCID 11575Iodobenzene

Product 1

HCID 834321H-1,2,4-Triazole, 1-phenyl-

Procedure

Following General Procedure A (90° C., 30 hours), 1H-[1,2,4]triazole (104 mg, 1.5 mmol) is coupled with iodo-benzene (112 μL, 1.0 mmol). The crude brown oil is purified by flash chromatography on silica gel (eluent: dichloromethane/hexanes=50/50) to provide 120 mg (83% isolated yield) of the desired product as a light yellow solid.

Workup

customThe crude brown oil is purified by flash chromatography on silica gel (eluent: dichloromethane/hexanes=50/50)
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Sources & evidence

ORD record: ord-02ccdf40ce684a0089f645349663266a
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09162953B2

Reaction notes

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