1,3-Butadiene → HCID 178514954, compound

Participants

Reaction Steps

5-Nitro-1,4-naphthoquinone, referred to hereinafter for short as 5-nitronaphthoquinone, is an important dyestuff intermediate which is reacted with butadiene by a Diels-Alder reaction to 5-nitro1, 1,4,11,12-tetrahydroanthraquinone (q.v. for example N.N. Vorozhtsov et al., Zhur. Vsesoyuz. Khim. Obshchestva in D.I. Mendeleeva 5, 474 (1960) - Chem. Abstract, Vol. 55, 1547e), which is subsequently rearranged to give 1-hydroxyaminoanthraquinone or converted direct to 1-aminoanthraquinone, the starting material for numerous disperse and vat dyes (e.g. German Offenlegungsschrift 24 50 883).

Provenance & Evidence