1H-1,2,4-Triazole → HCID 19349382, compound

HRID 2107777Notes

Reaction equation

HRID 2107777 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.O[C:7]([C:10]1[CH:11]=[C:12]([C:21]([CH3:25])([CH3:24])[C:22]#[N:23])[CH:13]=[C:14]([C:16]([CH3:20])([CH3:19])[C:17]#[N:18])[CH:15]=1)([CH3:9])[CH3:8]>FC(F)(F)C(O)=O>[CH3:9][C:7]([C:10]1[CH:15]=[C:14]([C:16]([CH3:20])([CH3:19])[C:17]#[N:18])[CH:13]=[C:12]([C:21]([CH3:24])([CH3:25])[C:22]#[N:23])[CH:11]=1)([N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)[CH3:8]

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 19349421HCID 19349421, compound

Product 1

HCID 19349382HCID 19349382, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 1,2,4-triazole (0.69 g) in trifluoroacetic acid (3.12 ml) was added to 2,2'-[5-(1-hydroxy-1-methylethyl)-1,3-phenylene]-di(2-methylpropiononitrile), (0.27 g), and the resulting solution was stirred at room temperature for 18 hr and then evaporated to dryness. The residue was treated with aqueous sodium hydrogen carbonate solution and the mixture was extracted with ethyl acetate. The extract was dried and evaporated to dryness under reduced pressure, and the residue was purified by flash chromatography using methanol (1% by volume) in dichloromethane as eluant, to give 2,2'-(5-[1-methyl-1-(1H-1,2,4-triazol-1-yl)ethyl]-1,3-phenylene)di(2-methylpropiononitrile), which was characterised as the hydrochloride salt, mp 185°-188°.

Workup

  1. customevaporated to dryness
  2. additionThe residue was treated with aqueous sodium hydrogen carbonate solution
  3. extractionthe mixture was extracted with ethyl acetate
  4. customThe extract was dried
  5. customevaporated to dryness under reduced pressure
  6. customthe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-29e6fe56b80e4c26b2ef0bc06a82f21d
Source dataset
uspto-grants-1990_06
Patent number
US04935437

Reaction notes

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