840
GATAULLIN et al.
for 2.5 h at 80 C, cooled, treated with 10% water
solution of NaOH, and extracted with CHCl3
(2 20 ml). The extract was dried on Na2SO4, the
solvent was evaporated in a vacuum, the residue was
washed with hot pentane or hexane (3 10 ml), the
hydrocarbon solutions were combined, evaporated,
and the residue was subjected to chromatography
on silica gel (eluent CHCl3). We separated 0.27 g
(66%) of the original amide IX and 0.1 g (28%) of
quinoline X.
6. Vassin, F.A., Eissa, A.M.F., and Wasfy, A.A.F.,
Indian. J. Chem. B, 1994, vol. 33, no. 12,
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Nauk, Ser. Khim., 1999, no. 2, pp. 398 401.
19. Gataullin, R.R., Afon,kin, I.S., Fatykhov, A.A., and
Abdrakhmanov, I.B., Izv. Akad. Nauk Ser. Khim.,
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Amidines XIV XVIII, XXVI. To a cooled solu-
tion of 0.023 mol of PCl5 in 20 ml of CHCl3 or
benzene was added slowly by small portions 0.02 mol
of an appropriate N-methyl- or N-phenylacetamide.
On completion of the reaction to the mixture was
added 0.02 mol of an appropriate alkenylaniline dis-
solved in 10 ml of CHCl3 or benzene. Then the reac-
tion mixture was heated for 2.5 h at 80 C, cooled,
treated with 10% water solution of NaOH, the pro-
duct was extracted into CHCl3 (2 20 ml), and dried
on Na2SO4. The solvent was evaporated in a vacuum,
the residue was washed with hot pentane or hexane
(3 10 ml), the hydrocarbon solutions were combined,
cooled, the precipitate was separated and dried in a
vacuum.
Cyclization of amidines XIV XVIII, XXVI.
Amidine XIV XVIII, XXVI (1 mmol) was mixed
with 1.5 g of polyphosphoric acid and heated to
150 160 C for 4 h. Then the reaction mixture was
cooled to room temperature, washed with small
portions of a concn. water solution of Na2CO3 till
alkaline reaction by universal indicator strips. The
reaction product was extracted into ethyl acetate
(3...10 ml), dried on Na2SO4, the solvent was
evaporated at reduced pressure.
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RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 37 No. 6 2001