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Chemical Structure| 19742-92-8 Chemical Structure| 19742-92-8

Structure of 19742-92-8

Chemical Structure| 19742-92-8

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Product Details of [ 19742-92-8 ]

CAS No. :19742-92-8
Formula : C12H8Cl2S2
M.W : 287.23
SMILES Code : ClC1=CC(SSC2=CC=CC(Cl)=C2)=CC=C1
MDL No. :MFCD08460161
InChI Key :OLOYVIPZMIIGOH-UHFFFAOYSA-N
Pubchem ID :9817368

Safety of [ 19742-92-8 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H319-H372-H410
Precautionary Statements:P501-P273-P260-P270-P264-P280-P391-P314-P337+P313-P305+P351+P338-P301+P312+P330
Class:9
UN#:3077
Packing Group:

Application In Synthesis of [ 19742-92-8 ]

* 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 [ 19742-92-8 ]

[ 19742-92-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 180160-64-9 ]
  • [ 66490-20-8 ]
  • [ 66490-33-3 ]
  • [ 19742-92-8 ]
YieldReaction ConditionsOperation in experiment
51%; 40% With PPA; Polyphosphoric acid (PPA); In chlorobenzene; for 3.75h;Heating / reflux; Preparation of 4-Chlorobenzo[b]thiophene and 6-Chlorobenzo[b]thiophene. [CHEMMOL-00085] [0265] A mixture of 3-chlorobenzenethiol (9.9 g, 68.5 mmol), K2CO3 (11.35 g, 82.1 mmol), and bromoacetaldehyde diethyl acetal (8.1 mL, 68.5 mmol) in acetone (250 mL) was stirred at room temperature for 24 h. The base and the salt formed were removed by filtration with ethereal rinse. The filtrate and washings were combined, concentrated, taken up in 250 mL of Et2O, and washed with 200 mL each of 0.5 N KOH and brine. The aqueous layers were back-extracted with 2×250 mL of Et2O. Combined organic layers were dried over MgSO4, concentrated, and dried under vacuum. [0266] To a heated and vigorously stirred biphasic solution of polyphosphoric acid (PPA) (ca. 35 g) and chlorobenzene (350 mL) was added dropwise the crude acetal in 100 mL of chlorobenzene over 2.5 h period. After heating at reflux for 1.25 h, the mixture was stirred overnight while allowed to cool to room temperature. The organic layer was separated by decantation, concentrated, taken up in EtOAc (300 mL), and washed with 200 mL each of saturated aqueous NaHCO3 and brine. The PPA layer was dissolved in H2O (ca. 500 mL) and extracted with 3×300 mL of EtOAc which was washed with the saturated aqueous NaHCO3 and brine used above. Combined organic layers were dried over MgSO4, concentrated, and purified by PrepLC 500A with hexanes as eluent to yield 4-chlorobenzo[b]thiophene (4.269 g, 40%) and 6-chlorobenzo[b]thiophene (5.896 g, 51%) which was contaminated with 3-chlorobenzenedisulfide. FDMS 168(M)+
  • 2
  • [ 1455-20-5 ]
  • [ 19742-92-8 ]
  • 2-butyl-5-((3-chlorophenyl)thio)thiophene [ No CAS ]
 

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