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adjacent heterocyclic nitrogen. (compare J22=
2
177.9 Hz in 11) [51]. Moreover, characteristic J67
2
and J76 interactions as found in pyridine deriva-
tives are also observed, together with a very
strong ‘cross’ ring coupling across the heterocyclic
nitrogen atom. (compare J26=11.08 Hz in 11)
[51].
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At 15 MHz the C-7 signals of 9a and 9b were
doublets of multiplets, which have been treated as
the X components of an ABCX spin system [58],
such that only the sum of J77+J76+J75 could be
readily extracted [59]. At 68 MHz the C-7 signals
of the 9 series compounds all appeared as widely
spaced doublets of doublets of doublets, first or-
der analysis then gave the individual couplings,
the sums of which were in accordance with the
low field ABCX analyses.
1
We have presented a thorough study of the H
and 13C NMR spectra of some benzoxazinones
and their acylaminobenzoic acid precursors and
have highlighted several methods to distinguish
between the two series of compounds. Moreover,
with the introduction of such techniques as
HMQC (for one bond interactions) and HMBC
(for long range correlations) to quickly establish
the coupling connectivities, definitive differentia-
tion should now become routine within a reason-
able time period.
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