Electric Literature of 629-09-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 629-09-4, name is 1,6-Diiodohexane, This compound has unique chemical properties. The synthetic route is as follows.
Example 108: 2-Chloro-3-[l-(4-chlorophenylsulfonyl) cycloheptyl]pyridine At -78C, butyl lithium (a 1.57M hexane solution; 0.62 ml, 0.966 mmol) was added dropwise to a dimethoxyethane (5 ml) solution of the 2-chloro-3-(4-chlorophenylsulfonylmethyl)pyridine (146 mg, 0.483 mmol) obtained in Example 98.. At -78C, the resulting mixture was stirred for 20 minutes, followed by the addition of 1,6-diiodohexane (0.095 ml, 0.580 mmol).. The temperature of the reaction mixture was gradually raised to room temperature, at which stirring was performed for 4 hours. water was added to the reaction mixture, followed by extraction with ethyl acetate.. The organic layer was washed with brine and then dried over anhydrous sodium sulfate.. After filtration, the filtrate was concentrated under reduced pressure.. The residue was subjected to flash chromatography on a silica gel column, and the fraction obtained from the 15% ethyl acetate/hexane elude was concentrated under reduced pressure.. The residue thus obtained was purified by high performance liquid chromatography (using a mixed solvent of water/acetonitrile/formic acid) to yield the title compound (60 mg, 32%) as a white solid.. The resulting solid was washed with hexane-ether and then collected by filtration, whereby the title compound was obtained as a white powder.. Melting point: 168-169C. IR (ATR) nu: 2929, 2861, 1573, 1558, 1473, 1454, 1394, 1303, 1276, 1139, 1083, 1066, 1008, 840, 800, 748, 711, 646, 613, 574, 522, 470, 412 cm-1.1H-NMR (400MHz, CDCl3) delta: 1.30-1.50(4H,m), 1.50-1.66(2H,m), 1.85-1.98(2H,m), 2.33-2.48(2H,m), 2.94-3.10(2H,m), 7.28-7.37(3H,m), 7.40(2H,d,J=8.8Hz), 7.93(1H,dd,J=8.1,1.7Hz), 8.38(1H,dd,J=4.5,1.8Hz). MS (m/z): 384 (M++H). Elemental Analysis for C18H19Cl2NO2S Calculated: C 56.25%; H 4.98%; Cl 18.45%; N 3.64%; S 8.34%. Found: C 56.20%; H 4.85%; Cl 18.50%; N 3.73%; S 8.46%.
The chemical industry reduces the impact on the environment during synthesis 1,6-Diiodohexane. I believe this compound will play a more active role in future production and life.
Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); A1;,
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