Water → 6-(2-(5-(3-Chlorophenyl)-2-oxo-3-oxazolidinyl)propyl)-3-methylthiomethyl-1,4-benzodioxane

HRID 374890Notes

Reaction equation

Cl[CH2:2][CH:3]1[CH2:8][O:7][C:6]2[CH:9]=[CH:10][C:11]([CH2:13][CH:14]([N:16]3[CH2:20][CH:19]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=4)[O:18][C:17]3=[O:28])[CH3:15])=[CH:12][C:5]=2[O:4]1.[CH3:29][S-:30].[Na+].[I-].[K+].O>CN(C)C=O>[Cl:27][C:23]1[CH:22]=[C:21]([CH:19]2[O:18][C:17](=[O:28])[N:16]([CH:14]([CH3:15])[CH2:13][C:11]3[CH:10]=[CH:9][C:6]4[O:7][CH2:8][CH:3]([CH2:2][S:30][CH3:29])[O:4][C:5]=4[CH:12]=3)[CH2:20]2)[CH:26]=[CH:25][CH:24]=1

Participants

Conditions

Temperature: 60 °C

Procedure

One equivalent of product from Example 6, 3-isomer, and 2 equivalents of sodium methyl mercaptide in dimethylformamide, containing a catalytic amount of potassium iodide, is stirred at 60° C. for 18 hours. The mixture is poured into water, the resulting product is collected and recrystallized from ethyl alcohol to give 6-(2-(5-(3-chlorophenyl)-2-oxo-3-oxazolidinyl)propyl)-3-methylthiomethyl-1,4-benzodioxane.

Workup

customthe resulting product is collected
customrecrystallized from ethyl alcohol

Sources & evidence

ORD record: ord-39fea4d777554a6fa1133d296ad07661
Source dataset: uspto-grants-1996_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05482971

Reaction notes

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