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Chemical Structure| 128852-07-3 Chemical Structure| 128852-07-3

Structure of 128852-07-3

Chemical Structure| 128852-07-3

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Product Details of [ 128852-07-3 ]

CAS No. :128852-07-3
Formula : C8H4Cl2O2S2
M.W : 267.15
SMILES Code : O=S(C1=CC2=CC=C(Cl)C=C2S1)(Cl)=O

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Application In Synthesis of [ 128852-07-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 128852-07-3 ]

[ 128852-07-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 66490-20-8 ]
  • [ 128852-07-3 ]
YieldReaction ConditionsOperation in experiment
In 4-chlorobenzo<b>thiophene; C. 6-Chloro-benzo[b]thiophene-2-sulfonyl chloride The title compound is prepared as described in EXAMPLE 8, Part A substituting the 4-chloro-benzo[b]-thiophene and 6-Chloro-benzo[b]-thiophene mixture for thianaphthalene. The crude product is purified by column chromatography eluding with hexanes to yield the title compound as well as 4-chlorobenzo[b]thiophene-2-sulfonyl chloride as white solids.
  • 2
  • [ 66490-20-8 ]
  • [ 66490-33-3 ]
  • [ 128852-00-6 ]
  • [ 128852-07-3 ]
YieldReaction ConditionsOperation in experiment
To a solution of 4-chloro-benzo[b]thiophene and <strong>[66490-20-8]6-chlorobenzo[b]thiophene</strong> (11.8 g, 88.1 mmol), in 400 mL of THF at -78 C. is added n-BuLi (55 mL of a 1.6M solution in hexanes, 88.1 mmol). After 15 minutes, the solution is added by cannula to a precooled (-78 C.) solution of SO2 (200 g) in 100 mL of THF. After addition, the solution is allowed to warm to ambient temperature. After 0.5 hour, the solution is concentrated. The residue is suspended in hexanes (400 mL) and is cooled to 0 C. To the solution is added SO2Cl2 (12.5 g, 92.5 mmol). After stirring for 15 minutes, the solution is concentrated. The residue is dissolved in EtOAc. The organic solution is washed with saturated NH4Cl (aq.), H2O and saturated NaCl (aq.). The organic layer is dried over MgSO4, filtered and concentrated. The crude product is dissolved in CH2Cl2 and filtered through a plug of silica gel. The crude product is purified by column chromatography eluting with hexanes to yield the title compound as well as 4-chlorobenzo[b]thiophene-2-sulfonyl chloride as white solids. [1511] 4-Chlorobenzo[b]thiophene-2-sulfonyl chloride: 1H NMR (CDCl3, 300 MHz) δ8.32 (m, 1H), 7.81 (m, 1H), 7.53 (m, 2H). [1512] 6-Chlorobenzo[b]thiophene-2-sulfonyl chloride: 1H NMR (CDCl3, 300 MHz) δ8.11 (s, 1H), 7.88 (m, 2H), 7.50 (m, 1H)
 

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