Dimethylformamide → Methyl 5-[4-(ethylsulfonyl)phenoxy]-2-nitrobenzoate

HRID 2080668Notes

Reaction equation

C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.F[C:13]1[CH:14]=[CH:15][C:16]([N+:23]([O-:25])=[O:24])=[C:17]([CH:22]=1)[C:18]([O:20][CH3:21])=[O:19].[CH2:26]([S:28]([C:31]1[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=1)(=[O:30])=[O:29])[CH3:27]>O>[CH2:26]([S:28]([C:31]1[CH:36]=[CH:35][C:34]([O:37][C:13]2[CH:14]=[CH:15][C:16]([N+:23]([O-:25])=[O:24])=[C:17]([CH:22]=2)[C:18]([O:20][CH3:21])=[O:19])=[CH:33][CH:32]=1)(=[O:30])=[O:29])[CH3:27]

Participants

Conditions

Temperature: 80 °C

Procedure

11 g of potassium carbonate was added to a dimethylformamide (150 ml) solution of 10.7 g of methyl 5-fluoro-2-nitrobenzoate and 11.1 g of 4-(ethylsulfonyl)phenol obtained from Reference Example 2, and stirred under heat at 80° C. for 90 minutes. The reaction liquid was restored to room temperature, then 300 ml of water was added to it, and the formed solid was taken out through filtration. This was dried under reduced pressure to obtain 19.7 g of the entitled compound as a creamy white solid.

Workup

customThe reaction liquid
customwas restored to room temperature
filtrationthe formed solid was taken out through filtration
customThis was dried under reduced pressure

Sources & evidence

ORD record: ord-01e8d790bb6d46edb016dc931f569a2d
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07932394B2

Reaction notes

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