Cesium carbonate → N-[4-(4-Hydroxy-2-nitro-phenylsulfanyl)-phenyl]-acetamide

HRID 2358835

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6]([OH:11])[CH:7]=[CH:8][C:9]=1Cl)([O-:3])=[O:2].[C:12]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([SH:22])=[CH:18][CH:17]=1)(=[O:14])[CH3:13].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[OH:11][C:6]1[CH:7]=[CH:8][C:9]([S:22][C:19]2[CH:18]=[CH:17][C:16]([NH:15][C:12](=[O:14])[CH3:13])=[CH:21][CH:20]=2)=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 3-nitro-4-chloro phenol (1.59 g, 8.97 mmol), 4-acetamidothiophenol (2 g, 10.76 mmol) and cesium carbonate (7.0 g, 21.53 mmol) in DMF (20 mL) was heated 2.5 h at 100° C. The mixture was cooled, poured onto ice and the resulting solid is collected by filtration and dried under vacuum the title compound leaving a yellow solid (2.7 g, 100%).

Workup

temperatureThe mixture was cooled
additionpoured onto ice
filtrationthe resulting solid is collected by filtration
dry with materialdried under vacuum the title compound

Sources & evidence

ORD record: ord-8aeda0a1cd9a4668a611f8fc63a296ba
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07763731B2

Linked notes

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