1504
CHAIKOVSKII et al.
N-Iodosuccinimide (I). To a mixture of 5 g of
REFERENCES
N-bromosuccinimide of pure grade and 7.5 g of
ground into a powder iodine was added 10 ml of
CCl4, and the mixture was stirred at 50 C for 30 min
till it became tick. In the course of the process the
reaction mixture became orange-brown due to forma-
tion of iodine monobromide,. Then was added 20 ml
of CCl4 more, and the reaction mixture was stirred at
40 50 C for another 30 min. The residue was filtered
off and kept under fume hood to remove the formed
iodine monobromide. Yield of compound I 6.3 g
(98%), mp 192 195 C. For further purification the
product was dissolved in 7 ml dioxane at boiling and
was added 3.5 ml of CCl4. The solution was cooled
to 20 C, the precipitate was filtered off and dried in
air, yield 5.1 g (80%), mp 200 201 C (mp 200 201 C
[11]). Found, %: C 21.52; H 1.70; I 56.12.
C4H4INO2. Calculated, %: C 21.33; H 1.78; I 56.44.
1. Adionlfi, M., Parrilli, M., Barone, G., Laonigro, G.,
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3-Iodonitrobenzene (II). To 2.25 g of iodide I
was added 30 ml of 90% H2SO4 preliminary cooled
to 0 5 C, and the mixture was stirred at room
temperature for 20 30 min till iodide I completely
dissolved. To the solution obtained was added 0.62 g
of nitrobenzene, and the reaction mixture was stirred
for 20 min at 20 C. Then it was poured into 100 ml
of ice water and washed with water solution of
Na2SO3. The reaction product II was extracted into
CH2Cl2, the extract was dried on CaCl2, the solvent
was distilled off, and compound II was crystallized
from ethanol. Yield 0.99 g (79%), mp 35 36 C (mp
36 37 C [7]).
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SSSR, Ser. Khim., 1977, no. 9, pp. 2058 2061.
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pp. 1019 1025.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 37 No. 10 2001