New antibacterial quinoxaline N,N-dioxide derivatives - Journal of

Oct 1, 1971 - Gerald Berkelhammer, Peter H. Gund. J. Med. Chem. , 1971, 14 (10), pp 992–992. DOI: 10.1021/jm00292a028. Publication Date: October 197...
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992 Journal of Medicinal Chemistry, 1971, Vol. 14, S o . 10

brominative oxidation of the corresponding semicarbazorie, but resisted purification efforts. HYDRAZONIUVACETHYDRAZONISS The compounds were generall! p o d > w i t thlv ,i11(1 difficult to purify. The thiadinzolorie \\ a5 not obtniiictl analyticall> pure, but the structure I\ ;L\ confirmed b.r t h e exact ni:i+ of the parent i o n m c l :L ieawii:iblc fragmeiitatioii pattern in the 111~55yectruni

TABLE I11 5-NITRO-2-FC R A L D E H Y D E

+2"

1

2 3 4 5

Yield,

0

No.

NMe? NEti Pyrrolidino Piperidino Morpholino

% '

Crystn solvent

Alp,

Method

I3

9.5 30b 86 87 69

EtOH-1-120 95% E t O H Me011 E;tO€I EtO€I-H20

21i 184-1813

I3 I3 I