Use of NMR and mass spectrometry in establishing the structures of ring opening products of 3-methyl-4,1-benzoxazepine-2,5-dione in acid and basic media
S. Alam et al., Use of NMR and mass spectrometry in establishing the structures of ring opening products of 3-methyl-4,1-benzoxazepine-2,5-dione in acid and basic media, J CHEM S P, 22(4), 2000, pp. 299-302
3-Methyl-4,1-benzoxazepine-2.5-dione (I) when stirred for lr hours in metha
nolic solution with a few drops of 10 %. NaOH below 60 degreesC gave solid
crystalline product (m.p. 100-102 degreesC, 51% yield). H-1 NMR and MS anal
ysis confirmed structure (II) which suggest the cleavage of C-O bond but wh
en (I) was treated with a few drops of 10% HCl under similar temperature yi
elded compound (III) as a liquid which gave evidence for C-N bond cleavage
giving no traces of the former product (II).