2-Butynedioic acid → [3-Undecyl-2-(undecylimino)-4-oxo-5-thiazolidinylidene]acetic acid

Participants

Reaction Steps

Acetylenedicarboxylic acid (4.8 g, 40 mmoles) is added to a warm solution of N,N'-diundecylthiourea (15.0 g, 39 mmoles) in methanol (200 mls) and tetrahydrofuran (100 mls). The mixture is stirred for 16 hours at ambient temperature, then concentrated under reduced pressure and cooled. The precipitate is filtered off, rinsed with cold methanol and dried. Recrystallization from methanol afforded the product (15.3 g), mp 67°-68° C.

Provenance & Evidence