Lawesson's reagent → HCID 19085383, compound

HRID 962435Notes

Reaction equation

HRID 962435 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([NH:16][C:17](=O)[C:18]1[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:19]=1[F:25])[CH2:9][CH2:10]OS(C)(=O)=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:36])=CC=1>C1(C)C=CC=CC=1>[F:25][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]([F:24])[C:18]=1[C:17]1[S:36][CH2:10][CH2:9][CH:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Br:1])[N:16]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 86752684HCID 86752684, compound

Product 1

HCID 19085383HCID 19085383, compoundYield 48.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 1.0 g of N-[1-(2-bromophenyl)-3-(methylsulfonyloxy) propyl]-2,6-difluorobenzamide in 15 ml of toluene at room temperature, was added 1.1 g of Lawesson's Reagent. The reaction mixture was refluxed for 1 hour and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to afford 0.4 g of 2-(2,6-difluorophenyl)-4-(2-bromophenyl)-5,6-dihydro-4H-1,3-thiazine. m.p. 136°-138° C.

Workup

  1. temperatureThe reaction mixture was refluxed for 1 hour
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c801fafa43774b8e9c00bc044a642fcc
Source dataset
uspto-grants-1998_06
Patent number
US05760033

Reaction notes

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