Lawesson's reagent → HCID 18357790, compound

HRID 427987Notes

Reaction equation

[CH3:1][C:2]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:3]=1[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH:12]([O:17][CH3:18])[C:13]([NH:15][CH3:16])=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:33])=CC=1>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][C:3]=1[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH:12]([O:17][CH3:18])[C:13]([NH:15][CH3:16])=[S:33]

Participants

Conditions

Temperature: 80 °C

Procedure

A solution of 2-[2-(2,5-dimethylphenoxymethyl)phenyl]-2-methoxy-N-methylacetamide (0.12 g, 0.38 mmol) and Lawesson's reagent (0.14 g, 0.35 mmol) in toluene (5 ml) was heated with stirring at 80° C. for 2 hours. The mixture was cooled to room temperature, and purified by column chromatography on silica gel (n-hexane/ethyl acetate=4/1) to give the desired compound 2-[2-(2,5-dimethylphenoxymethyl)-phenyl]-2-methoxy-N-methylthioacetamide (0.13 g, 100%) as an oil.

Workup

temperatureThe mixture was cooled to room temperature
custompurified by column chromatography on silica gel (n-hexane/ethyl acetate=4/1)

Sources & evidence

ORD record: ord-aeb718ddd0ab4158b2b23f52f994c2e4
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06313150B1

Reaction notes

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