Beta-Alanine → HCID 19792088, compound

Participants

Reaction Steps

To a room temperature solution of 1-(4-chlorobenzoyl)-5-methoxy-2-methylindolecarboxaldehyde (535 mg, 1.63 mmols) and rhodanine 3-acetic acid (345 mg, 1.80 mmols) in 15 mL of acetic acid is added β-alanine (142 mg, 1.59 mmols). The solution is heated at reflux for 1.5 hours, then allowed to cool to room temperature. Filtration, washing with acetic acid, then hexane, provides 458 mg (56%) of (Z)-5-[[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]methylene]-4-oxo-2-thioxo-3-thiazolidine acetic acid as a yellow solid. An analytical sample is obtained by two recrystallizations from acetonitrile: mp 204-208° C.

Provenance & Evidence