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New Journal of Chemistry
Page 4 of 5
DOI: 10.1039/C5NJ01885D
COMMUNICATION
typical scale-up procedure:
Journal Name
Chem., 1993, 58, 6103–6108. (c) T. A. Hase, H. Perakyla,
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A
A mixture of well-powdered
Na2S2O3.5H2O (30 mmol, 7.445 g) and o-chlorobenzyl chloride
(30.75 mmol, 4.952 g) in wet DMSO (30 mL DMSO + 3 mL H2O) was
stirred magnetically at 60-70 °C. The progress of the reaction was
checked by litmus paper. After stirring for 4h, the color of litmus
paper changed from yellow to red. The stirring was continued for
further 2h under such conditions. Then the reaction was worked up
by adding H2O (10 mL) and extracted with 1:1 n-hexane/EtOAc
(3×15 mL). The product was further purified by recrystallization
from 20:1 n-hexane/EtOAc to afford pure bis(2-chlorobenzyl)
disulfide in 4.162 g, 88% yield.
Gopalan, H. K. Jacobs, J. Chem. Soc. Perkin Trans. 1, 1990
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Catal. 2010, 352, 119–124. (b) L. Wang, W.-Z. Zhou, S.-C.
Chen, M.-Y. He, Q. Chen, Adv. Synth. Catal. 2012, 354, 839–
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Bis(2-chlorobenzyl) disulfide (Tabie 2, entry 12): Yellow crystals;
m.p.70-72 °C (Lit.27 74 °C); 1HNMR (250 MHz, CDCl3): δ 7.40-7.18 (m,
8H), 3.79 (s, 4H); 13CNMR (62.5 MHz, CDCl3): δ 135.0, 134.1, 131.6,
129.7, 128.9, 126.7, 41.1. Anal. Calcd for C14H12Cl2S2: C, 53.34; H,
3.84; S, 20.34%. Found: C, 53.44; H, 3.96; S, 20.19%.
Acknowledgments
We are thankful to the Persian Gulf University Research Council for
financial support of this work.
Cai, Adv. Synth. Catal. 2013
Firouzabadi, N. Iranpoor, A. Samadi, Tetrahedron Lett. 2014
, 355, 1271–1276. (f) H.
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4 | J. Name., 2012, 00, 1-3
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