Lawesson's reagent → HCID 86723568, compound

HRID 1754277Notes

Reaction equation

HRID 1754277 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, compound

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 (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-b14d670329f6491a98fd719eb2b53661
Source dataset
uspto-grants-2015_10
Patent number
US09169243B2

Reaction notes

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