TY - JOUR
T1 - Mass spectrometry of products obtained by reduction of 6-nitroquinaldine and 2-nitrophenanthrene with phosphine
AU - Leclercq, P.A.
AU - Bellaart, A.C.
AU - Ven, van de, L.J.M.
PY - 1973
Y1 - 1973
N2 - Reduction of 6-nitroquinaldine and of 2-nitrophenanthrene was carried out with phosphine under conditions described by Bucklerl. Reduction of 6-nitroquinaldine yielded 3,9-dimethyldipyrido[3,2-a: 3',2' -h Jphenazine, pyridazino[ 4,3{: 5,6-f/Jbiquinaldine-3-oxide and 6,6' -azoquinaldine, while 2-nitrophenanthrene afforded only 2,2' -azoxyphenanthrene. Reduction of pyridazino[ 4,3-f: 5,6{'Jbiquinaldine-3-oxide with zinc dust and sodium hydroxide yielded
6,6' -diamino-5,5'-biquinaldyl, which was converted into 6,6' -di(acetyJamino)-5,5' -biquinaldyl. The structures were verified by spectrometry. Mass spectra of the new compounds are discussed.
AB - Reduction of 6-nitroquinaldine and of 2-nitrophenanthrene was carried out with phosphine under conditions described by Bucklerl. Reduction of 6-nitroquinaldine yielded 3,9-dimethyldipyrido[3,2-a: 3',2' -h Jphenazine, pyridazino[ 4,3{: 5,6-f/Jbiquinaldine-3-oxide and 6,6' -azoquinaldine, while 2-nitrophenanthrene afforded only 2,2' -azoxyphenanthrene. Reduction of pyridazino[ 4,3-f: 5,6{'Jbiquinaldine-3-oxide with zinc dust and sodium hydroxide yielded
6,6' -diamino-5,5'-biquinaldyl, which was converted into 6,6' -di(acetyJamino)-5,5' -biquinaldyl. The structures were verified by spectrometry. Mass spectra of the new compounds are discussed.
U2 - 10.1002/recl.19730921214
DO - 10.1002/recl.19730921214
M3 - Article
SN - 0165-0513
VL - 92
SP - 1377
EP - 1385
JO - Recueil des Travaux Chimiques des Pays-Bas
JF - Recueil des Travaux Chimiques des Pays-Bas
IS - 12
ER -