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Chemical Structure| 134815-09-1 Chemical Structure| 134815-09-1

Structure of 134815-09-1

Chemical Structure| 134815-09-1

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Product Details of [ 134815-09-1 ]

CAS No. :134815-09-1
Formula : C10H10O3S
M.W : 210.25
SMILES Code : O=S(C1=CC=CC=C1)(OCCC#C)=O

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Application In Synthesis of [ 134815-09-1 ]

* 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 [ 134815-09-1 ]

[ 134815-09-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 134815-09-1 ]
  • 3-(trifluoromethyl)glutaric anhydride [ No CAS ]
  • [ 84478-72-8 ]
  • [ 927-74-2 ]
  • [ 135408-05-8 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; aniline; benzenesulfonyl chloride; In dichloromethane; butanone; EXAMPLE 13 N-[5'-(3-butynyloxy)-4'-chloro-2'-fluorophenyl]-3-(trifluoromethyl)glutaramic acid (Compound 94) Potassium carbonate (7.8 g, 56 mmol) was added to a solution of <strong>[84478-72-8]5-amino-2-chloro-4-fluorophenol</strong> (3.23 g, 19.9 mmol) in 50 ml methyl ethyl ketone and the reaction mixture was stirred at room temperature for 1 hour. Then 4.2 g (19.9 mmol) 4-phenylsulfonyloxy-1-butyne (prepared from benzenesulfonyl chloride and 3-butyn-1-ol according to known procedure) was added and the reaction mixture was refluxed for 24 hours. The reaction was poured into 50 ml water and the layers were separated. The aqueous layer was extracted with EtOAc (1*50 ml) and the combined organics were washed with H2 O (3*50 ml), dried over MgSO4, and concentrated. The residue was dissolved in 110 ml CH2 Cl2 and filtered through a short pad of silica gel which was repeatedly rinsed with CH2 Cl2 (4*100 ml). The combined organics were concentrated in vacuo to yield 0.95 g (22% yield) of the desired product as a brown oil. The aniline was reacted with 3-(trifluoromethyl)glutaric anhydride as described in Example 2 to yield the desired product, m.p. 136-137 C.
  • 2
  • [ 134815-09-1 ]
  • 3-(trifluoromethyl)glutaric anhydride [ No CAS ]
  • [ 84478-72-8 ]
  • [ 927-74-2 ]
  • [ 135476-05-0 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; aniline; benzenesulfonyl chloride; In CH2 -Cl2; butanone; EXAMPLE 19 N-[5'-(3-butynyloxy)-4'-chloro-2'-fluorophenyl]-3-(trifluoromethyl)glutarimide (Compound 140). Potassium carbonate (7.8 g, 56 mmol) was added to a solution of <strong>[84478-72-8]5-amino-2-chloro-4-fluorophenol</strong> (3.23 g, 19.9 mmol) in 50 ml methyl ethyl ketone and the reaction mixture was stirred at room temperature for 1 hour. Then 4.2 g (19.9 mmol) 4-phenylsulfonyloxy-1-butyne (prepared from benzenesulfonyl chloride and 3-butyn-1-ol according to known procedure) was added and the reaction mixture was refluxed for 24 hours. The reaction was poured into 50 ml water and the layers were separated. The aqueous layer was extracted with EtOAc (1*50 ml) and the combined organics were washed with H2 O (3*50 ml), dried over MgSO4, and concentrated. The residue was dissolved in 110 ml CH2 -Cl2 and filtered through a short pad of silica gel which was repeatedly rinsed with CH2 -Cl2 (4*100 ml). The combined organics were concentrated in vacuo to yield 0.95 g (22% yield) of the desired product as a brown oil. The aniline was reacted with 3-(trifluoromethyl)glutaric anhydride as described in Examples 1 and 2 to yield the desired product, m.p. 89-91 C.
 

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