4-Methylbenzenethiol → HCID 21162553, compound

Participants

Reaction Steps

Using reagent quantities identical to that of Example 9, p-toluenethiol and cuprous oxide were combined in 45 ml. of dimethylformamide heated at 135° C. for about 1.5 hours, cooled somewhat, 5-bromofuran-3-carboxylic acid in 40 ml. of dimethylformamide added, and the mixture refluxed for 24 hours. Crude product (185 mg.) was recovered according to the procedure of Example 10. Recrystallization from methanol/water afforded purified 5-(4-methylphenylthio)furan-3-carboxylic acid (135 mg., m.p. 116°-119° C.).

Provenance & Evidence