Lawesson's reagent → HCID 21962659, compound

HRID 2212236Notes

Reaction equation

HRID 2212236 reaction equation
[F:1][C:2]([F:13])([F:12])[CH2:3][NH:4][C:5]([C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:23])=CC=1>C1(C)C=CC=CC=1>[F:1][C:2]([F:13])([F:12])[CH2:3][NH:4][C:5]([C:7]1[S:8][CH:9]=[CH:10][CH:11]=1)=[S:23]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 21962675HCID 21962675, compound

Product 1

HCID 21962659HCID 21962659, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

To thiophene-2-carboxylic acid(2,2,2-trifluoroethyl)amide (2.8 g, 13.28 mmol, 1.0 equiv.) in toluene (100 mL) was added Lawesson's reagent (2.71 g, 6.69 mmol, 0.5 equiv.) The solution was stirred at 100° C. for 3 h. The solvent was removed in vacuo and the resulting residue was purified by flash chromatography (5% EtOAc/hexanes as eluent) to afford the title compound (1.4 g) as a yellow solid. MS=225.9 (M+1).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe resulting residue was purified by flash chromatography (5% EtOAc/hexanes as eluent)

Sources & evidence

ORD record
ord-febf742fa51f4626b6424f57f20e724e
Source dataset
uspto-grants-2006_09
Patent number
US07101880B2

Reaction notes

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