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Chemical Structure| 4136-95-2 Chemical Structure| 4136-95-2

Structure of 4136-95-2

Chemical Structure| 4136-95-2

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Product Details of [ 4136-95-2 ]

CAS No. :4136-95-2
Formula : C7H2Cl4O
M.W : 243.90
SMILES Code : O=C(Cl)C1=C(Cl)C=C(Cl)C=C1Cl
MDL No. :MFCD00075323
InChI Key :OZGSEIVTQLXWRO-UHFFFAOYSA-N
Pubchem ID :2733703

Safety of [ 4136-95-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 4136-95-2 ]

* 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 [ 4136-95-2 ]

[ 4136-95-2 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 50-43-1 ]
  • [ 4136-95-2 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride;Reflux; A solution of <strong>[50-43-1]2,4,6-trichlorobenzoic acid</strong> (337 mg, 1.5 mmol) in SOCl2 (10 ml) was heated at reflux overnight and then cooled to room temperature. The reaction was concentrated under reduced pressure and to afford the desired acid chloride intermediate in quantitative yield. This material was used in the following step without purification
With thionyl chloride; at 70℃; for 2h; Step 1 )A solution of commercially available compound 1 (448 mg, 2 mmol) in SOC (5 mL) was stirred at 70 C for 2 h, followed by concentration under reduced pressure to afford compound 2 as the crude product.
  • 2
  • [ 4136-95-2 ]
  • [ 72040-64-3 ]
  • C23H28Cl3N3O5S [ No CAS ]
  • 6
  • [ 4136-95-2 ]
  • [ 125238-99-5 ]
  • C31H29Cl3N2O7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In tetrahydrofuran; at 0℃; for 2h; General procedure: To a cooled (0 °C) solution of S12a (105.7 mg, 0.240 mmol) in THF (10 mL) were added 2,4,6-trichlorobenzoyl chloride (56.2 muL, 0.360 mmol) and Et3N (58.5 muL, 0.420 mmol). After stirring for 2 h at 0 °C, S8 (100.3 mg, 0.120 mmol) in THF (4 mL) and DMAP (29.3 mg, 0.240 mmol) were added at 0 °C. After stirring for 1 h at 25 °C, the reaction was quenched by the addition of saturated NH4Cl solution and diluted with EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, EtOAc/hexanes = 1/1) to afford S13a (146.4 mg, 91percent)
  • 7
  • [ 4136-95-2 ]
  • [ 96402-49-2 ]
  • C35H24Cl3NO5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0℃; for 1h; To a solution of <strong>[96402-49-2]Fmoc-L-1-naphthylalanine</strong> (0.052 g, 0.119 mmol, 1.95 equiv) in THF (1 mL) at 0 °C were added Hunig's base (0.028 g, 0.219 mmol, 3.59 equiv) and 2,4,6-trichlorobenzoyl chloride (0.031 g, 0.128 mmol, 2.09 equiv). The reaction mixture was stirred at 0 °C for 1 h, when TLC indicated the formation of the anhydride. The alcohol 13 (0.041 g, 0.061 mmol, 1 equiv) and DMAP (0.009 g, 0.074 mmol, 1.2 equiv) in THF (1 mL) were added to the reaction mixture at 0 °C. It was stirred overnight at room temperature. The reaction mixture was concentrated in vacuo and flash chromatography purification on silica gel in ethyl acetate/hexanes (20-60percent) yielded the acyclic precursor 14c (0.065 g, 98;
  • 8
  • [ 5162-82-3 ]
  • [ 4136-95-2 ]
  • C15H8Cl4O3 [ No CAS ]
  • 9
  • [ 4136-95-2 ]
  • [ 436-77-1 ]
  • 7-O-(2,4,6-trichlorobenzoyl) fangchinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With dmap; In dichloromethane; at 0 - 20℃;Inert atmosphere; General procedure: Acyl chloride (0.18 mmol, 1.1 eq) was added at 0 C to a solution of <strong>[436-77-1]fangchinoline</strong> (100 mg, 0.16 mmol) and DMAP (0.032 mmol, 0.2eq) in 2 mL dry CH2Cl2 under argon and stirred for 2-4 h. The reaction mixture was quenched with a saturated aqueous solution of sodium bicarbonate and extracted three times with CH2Cl2. The combined organic phase was dried over anhydrous magnesium sulfate before vacuum suction filtration. The removal of the solventin vacuo afforded the crude product, which was chromatographied on silica gel (CH2Cl2/MeOH, 50/1 v/v, 0.1% TEA) to provide the pureproduct 1a-1e, 2a-2g, 3a-3e and 4a-4h.
 

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