Lawesson's reagent → HCID 22475009, compound

HRID 2184131Notes

Reaction equation

HRID 2184131 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[O:13][C:12]2[CH:14]=[C:15]([F:26])[C:16]([C:18]([N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=O)=[CH:17][C:11]=2[O:10]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:43])=CC=1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[O:13][C:12]2[CH:14]=[C:15]([F:26])[C:16]([C:18]([N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)=[S:43])=[CH:17][C:11]=2[O:10]1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 22475020HCID 22475020, compound

Product 1

HCID 22475009HCID 22475009, compoundYield 184.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

[2-(2,4-Dichloro-phenyl)-6-fluoro-2-(4-fluoro-phenyl)-benzo[1,3]dioxol-5-yl]-morpholin-4-yl-methanone (Example 108e, 79 mg, 0.16 mmol) and Lawesson's reagent (33 mg, 0.08 mmol) were heated in benzene (1 mL) under reflux for 4 h. The reaction mixture was evaporated in vacuo. Purification by flash chromatography afforded the title compound (75 mg, 92%) as a yellow oil.

Workup

  1. temperatureunder reflux for 4 h
  2. customThe reaction mixture was evaporated in vacuo
  3. customPurification by flash chromatography

Sources & evidence

ORD record
ord-a9231858b67c461ba20b7f26dfe0167b
Source dataset
uspto-grants-2005_05
Patent number
US06900227B2

Reaction notes

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