Acetonitrile → HCID 15008560, compound

HRID 654855Notes

Reaction equation

HRID 654855 reaction equation
[CH3:1][C:2](=[CH:4][CH3:5])[CH3:3].[N:6]1([CH2:11][C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:13])[CH:10]=[N:9][CH:8]=[N:7]1.C(#N)C>C1C=CC=CC=1>[CH3:1][C:2]1([CH3:3])[CH:4]([CH3:5])[O:13][C:12]1([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:11][N:6]1[CH:10]=[N:9][CH:8]=[N:7]1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 105532-Methyl-2-buteneHCID 27648091-phenyl-2-(1H-1,2,4-triazol-1-yl)ethanone

Product 1

HCID 15008560HCID 15008560, compoundYield 27.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

4.0 ml (37.64 mmole) of 2-methyl-2-butene were added to a solution of 1.1 g (5.88 mmole) of 2-(1H-1,2,4-triazol-1-yl)acetophenone in 15 ml of a 2:1 by volume mixture of acetonitrile and benzene. The mixture was then irradiated with a 450 watt medium pressure mercury-arc lamp (Hannovea Co., Inc.) for 15 hours. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the residue was subjected to column chromatography through silica gel, using a 1:1 by volume mixture of hexane and ethyl acetate as the eluent, to afford 409.7 mg (yield 27%) of the title compound, melting at 102° C.

Workup

  1. customThe mixture was then irradiated with a 450 watt medium pressure mercury-arc lamp (Hannovea Co., Inc.) for 15 hours
  2. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  3. additionby volume mixture of hexane and ethyl acetate as the eluent

Sources & evidence

ORD record
ord-cf65c112a1cb4adda7fd032b91d46576
Source dataset
uspto-grants-1992_07
Patent number
US05134152

Reaction notes

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