2,2'-Bithiazole

2,2'-bithiazole.svg 2,2′-Bi-1,3-thiazole 13816-21-2 715653 819109 1S/C6H4N2S2/c1-3-9-5(7-1)6-8-2-4-10-6/h1-4H SMSLWFZHCONMGQ-UHFFFAOYSA-N C1=CSC(=N1)C2=NC=CS2 6 4 2 2 white solid 1.82 g/cm3 102.5 2,2'-Bithiazole is an organic compound with the formula (H2C3NS)2. The molecule consists of two thiazole rings linked by a C-C bond. Diverse isomers are possible depending on the carbon atoms that are coupled, but the 2,2' isomer is common. The compound was first prepared by Ullmann coupling of 2-bromothiazole using copper metal.10.1002/hlca.19390220186 Über isostere und strukturähnliche Verbindungen XI. Darstellung und Eigenschaften des 2,2′-Dithiazolyl 1939 Erlenmeyer H. Schmid Erich H. Helvetica Chimica Acta 22 698–700 2,2'-Bithiazole is planar, according to X-ray crystallography.10.1071/CH9881625 Coordination of 2,2'-Bithiazole. Spectral, Magnetic and Structural Studies of the Iron(II) and Nickel(II) Complexes 1988 Craig DC Goodwin H. A. Onggo D. Rae AD Australian Journal of Chemistry 41 11 1625 Occurrence thumb| Bleomycin A2, a bithiazole-containing natural product|320px|left 2,2'-Bithiazole itself is mainly of academic interest, but substituted, isomeric bithiazoles have attracted attention in medicinal chemistry. Naturally occurring bithiazoles are derived from cysteine, as are most naturally occurring thiazoles. Well-studied derivatives are the bleomycins, which feature 2,4'-bithiazole incorporated into glycopeptides. The cystothiazoles are another family of bithiazoles, but they feature 2,5-linkage. Luciferin contains a benzothiazole subunit linked to a thiazolidine (dihydrothiazole) via a 2,2' linkage.10.1039/C0NP00074D Muscarine, imidazole, oxazole, and thiazole alkaloids 2011 Jin Zhong Natural Product Reports 28 6 1143–1191 21472175 2,2'-Bithiazole forms a variety of coordination complexes. References