106
A. Rayatzadeh, S. Haghipour
ꢀ =2926, 1717, 1669, 1602, 1486 cm−1; 1H NMR (250 MHz,
DMSO-d6): δ=3.57–4.52 (m, 2H), 4.97 (d, J=11 Hz, 2H),
5.69–5.80 (m, 1H), 6.59 (s, 1H), 7.32–8.01 (m, 8H) ppm;
13C NMR (250 MHz, DMSO-d6): δ=44.81, 70.37, 116.1,
120.3, 120.53, 124.62, 125.49, 126.47, 128.98, 131.06,
132.26, 133.57, 133.82, 134.04, 137.02, 138.68, 163.15,
164.76 ppm.
under refux condition for 24 h. The product was fltered and
extracted for 6 h in CH2Cl2 using a soxhlet apparatus, then
dried under a vacuum. Then, the thiol groups were oxidized
with H2O2 (excess) and one drop of H2SO4 in 20 cm3 ethanol
was stirred for 24 h at room temperature. The mixture was
fltered and washed with H2O and acetone. Then, the catalyst
The vibration characteristics of the functionalized
SBA-Pr-SO3H were measured by FT-IR. There are clearly
visible characteristic peaks of the functional groups:
Si–O–Si: 1100–1000 cm−1, 785 cm−1, and 470 cm−1; S=O:
1177 cm−1 and 1080 cm−1; and S–O: 616 cm−1. Also, the
thermal stability of SBA-Pr-SO3H was investigated using
thermogravimetry (TGA). Considering the weight reduc-
tion in the temperature between 200 and 800 °C (about 20%
mass loss), the amount of organic group was calculated as
1.2 mmol/g.
6‑Cyclopropyl‑6,6a‑dihydroisoindolo[2,1‑a]quinazo‑
line‑5,11‑dione (5 h, C18H14N2O2) White solid; m.p.: 158–
161 °C; IR (KBr): ꢀ =2920, 2851, 1726, 1601, 1466 cm−1;
1H NMR (250 MHz, DMSO-d6): δ = 0.56–1.24 (m, 4H),
3.37–3.60 (m, 1H), 6.47 (s, 1H), 7.26–8.08 (m, 8H) ppm;
13C NMR (250 MHz, DMSO-d6): δ=10.58, 12.57, 27.40,
72.72, 120.64, 121.89, 125.16, 126.09, 128.79, 129.85,
131.66, 133.03, 133.71, 134.71, 138.13, 140.19, 165.74,
165.86 ppm.
General procedure for the synthesis
of 6,6a‑dihydroisoindolo[2,1‑a]‑
quinazoline‑5,11‑dione derivatives 5a–5j
Acknowledgements The authors are thankful to Islamic Azad Uni-
versity, Ahwaz Branch for the partial support to carry out this work.
Synthesis of 2‑amino‑N‑(R)‑benzamide derivatives
3a–3j
References
Isatoic anhydride (1 mmol) and amine derivatives (1 mmol)
were stirred in 5 cm3 H2O at room temperature. At the end
of the reaction, the product was fltered, washed, and dried.
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6‑Allyl‑6,6a‑dihydroisoindolo[2,1‑a]quinazoline‑5,11‑dione
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1 3