4-Methoxybenzenethiol → 5-(4-Methoxyphenylthio)furan-3-carboxylic Acid
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([SH:9])=[CH:5][CH:4]=1.Br[C:11]1[O:15][CH:14]=[C:13]([C:16]([OH:18])=[O:17])[CH:12]=1>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][C:11]2[O:15][CH:14]=[C:13]([C:16]([OH:18])=[O:17])[CH:12]=2)=[CH:5][CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
By the procedure of Example 11, p-methoxythiophenol (4.39 g., 31.4 mmoles) and cuprous oxide (2.25 g., 15.7 mmoles) heated at 135° C. for 2 hours were reacted with 5-bromofuran-3-carboxylic acid (3 g., 15.7 mmoles) in 60 ml. of dimethylformamide, and crude product (1.67 g. ) isolated. Recrystallization from methylene chloride/hexane gave purified 5-(4-methoxphenylthio)furan-3-carboxylic acid (825 mg., m.p. 115°-117° C., m/e 250).