Lawesson's reagent → HCID 24809546, compound

HRID 883181Notes

Reaction equation

HRID 883181 reaction equation
[C:1]([C:5]1[N:6]=[C:7]2[CH:12]=[C:11]([C:13]([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])=O)[CH:10]=[CH:9][N:8]2[C:20]=1[CH2:21][CH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1)([CH3:4])([CH3:3])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:37])=CC=1>COCCOC>[C:1]([C:5]1[N:6]=[C:7]2[CH:12]=[C:11]([C:13](=[S:37])[N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH:10]=[CH:9][N:8]2[C:20]=1[CH2:21][CH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 24809516HCID 24809516, compound

Product 1

HCID 24809546HCID 24809546, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

Compound 2 (60.0 mg, 0.160 mmol) obtained in Example 2 was dissolved in DME (1.0 mL). To this was added Lawesson's reagent (71.0 mg, 0.170 mmol), and then the mixture was stirred under ref lux for 1 hour. The solvent was evaporated off in vacuo and the residue was purified by column chromatography (hexane/ethyl acetate=50/50). The resulting crude crystals were reslurried with hexane to give the title compound (40.0 mg, 0.100 mmol, yield 65%).

Workup

  1. customThe solvent was evaporated off in vacuo
  2. customthe residue was purified by column chromatography (hexane/ethyl acetate=50/50)

Sources & evidence

ORD record
ord-63313a070c6b41e8a9d875f0897a4dc5
Source dataset
uspto-grants-2012_08
Patent number
US08236841B2

Reaction notes

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