Hanssen’s Cis-acid

C21H21O7N3 HNO3) (XXXI) (85). The quinonoid ring is partially degraded by bromine oxidation to 3-carboxymethylene-2-oxonucine hydrate (Hanssen s Cis-acid) (Ci9H2206N2) (XXXII) (42a, 88). (Carbon dioxide... 

A red amorphous precipitate settles out when a mixture of 9.6 g. of bromine in 20 cc. of hydrobromic acid (s.g. 1.46) is added to 10.16 g. of cacotheline in 200 cc. of water. The loosely corked flask is warmed on a steam bath and shaken from time to time and then finally heated for 15 minutes over a free flame when a clear yellow solution results. Yellow crystals (3.8 g.) settle out of the solution after cooling for many hours in an ice bath. The hydrobromide of Hanssen s Cis-acid is purified by dissolving... 

Wieland s Acid. In 1929 Wieland and Munster showed that brucine, on oxidation wnth chromic acid, yielded -two acids (a) Ci H jOgNj. 5H2O and (b) Hanssen s Cjg acid. Cortese found subsequently that strychnine and Hanssen s Cj, acid also yielded these two acids on oxidation with chromic acid, while Leuchs also obtained the Cj, acid less directly from strychnine and from brucine, and drew the conclusion from this and other observations that brucine must be 0-dimethoxystrychnine. The acid separates from hot water in hexahedral crystals, darkens at 250-280°, m.p. > 345°, and has 49 2° (HgO). 

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