Lawesson's reagent → HCID 86723568, compound

HRID 2170915Notes

Reaction equation

HRID 2170915 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([C:7]([NH:9][C@@H:10]([CH3:15])[C:11]([F:14])([F:13])[F:12])=O)[S:5][CH:6]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:25])=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[N:3]=[C:4]([C:7](=[S:25])[NH:9][C@@H:10]([CH3:15])[C:11]([F:14])([F:13])[F:12])[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 86723567HCID 86723567, compound

Product 1

HCID 86723568HCID 86723568, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of (S)-4-bromo-N-(1,1,1-trifluoropropan-2-yl)thiazole-2-carboxamide (50 g, 1.0 eq.) in toluene (1000 ml) was added Lawesson's Reagent (100 g, 1.5 eq.). It was refluxed overnight. TLC and LCMS showed the reaction was complete. It was concentrated and the residue was purified by column to obtain 46 g (88% y) of (S)-4-bromo-N-(1,1,1-trifluoropropan-2-yl)thiazole-2-carbothioamide.

Workup

  1. temperatureIt was refluxed overnight
  2. concentrationIt was concentrated
  3. customthe residue was purified by column

Sources & evidence

ORD record
ord-86fb3682ee2e4807b369cf902a2edcac
Source dataset
uspto-grants-2015_06
Patent number
US09051313B2

Reaction notes

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