Azobisisobutyronitrile → HCID 90030348, compound

HRID 1488212Notes

Reaction equation

HRID 1488212 reaction equation
C(=S)(OC1C=CC=CC=1)O[CH:3]([C:8]1[CH:9]=[N:10][N:11]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=1)[C:4]([F:7])([F:6])[F:5].[SnH](CC1C=CC=CC=1)(CC1C=CC=CC=1)[CH2:29]C1C=CC=CC=1.CC(N=NC(C#N)(C)C)(C#N)C>C1(C)C=CC=CC=1>[CH2:13]([N:11]1[CH:12]=[C:8]([CH2:3][C:4]([F:5])([F:6])[F:7])[C:9]([CH3:29])=[N:10]1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 82570TribenzylstannaneHCID 118250840HCID 118250840, compound2×

Product 1

HCID 90030348HCID 90030348, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of O-(1-(1-benzyl-1H-pyrazol-4-yl)-2,2,2-trifluoroethyl) O-phenyl carbonothioate (compound 314.4, 1.34 g, 3.30 mmol) in toluene (20 mL) was added Bn3SnH (3.84 mL, 13.2 mmol), AIBN (320 mg, 1.95 mmol). The reaction mixture was stirred for 1 h at 80° C. under nitrogen, then concentrated under reduced pressure. The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:20) as the eluent to furnish 650 mg (78%) of the title compound as a colorless oil.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:20) as the eluent

Sources & evidence

ORD record
ord-12670a35abdf421298631dca7f501e0f
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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