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Chemical Structure| 461-28-9 Chemical Structure| 461-28-9

Structure of 461-28-9

Chemical Structure| 461-28-9

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Product Details of [ 461-28-9 ]

CAS No. :461-28-9
Formula : C3H6ClFO2S
M.W : 160.59
SMILES Code : O=S(CCCF)(Cl)=O
MDL No. :MFCD01697637
InChI Key :NSEKXHORSXVZKN-UHFFFAOYSA-N
Pubchem ID :21114841

Safety of [ 461-28-9 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P260-P264-P280-P305+P351+P338-P405-P501
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 461-28-9 ]

* 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 [ 461-28-9 ]

[ 461-28-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 461-28-9 ]
  • [ 84832-02-0 ]
  • [ 1186194-06-8 ]
YieldReaction ConditionsOperation in experiment
With pyridine; In dichloromethane; at 20℃; for 48h;Product distribution / selectivity; Intermediate Example Tmethyl 2,6-difluoro-3 -(3 -fluoro-N-(3 -fluoropropylsulfonyl)propylsulfonamido)benzoate [00203] 3-Fluoropropane-l-sulfonyl chloride (14.3 mL, 129 mmol) was slowly added to a solution of <strong>[84832-02-0]methyl 3-amino-2,6-difluorobenzoate</strong> (24.1 g, 129 mmol) and pyridine (31.2 mL, 386 mmol) in CH2Cl2 (360 mL). The reaction mixture was stirred for over two days at room temperature. The reaction mixture was diluted with methylene chloride. The reaction mixture was then washed with an aqueous solution of saturated sodium bicarbonate, IN HCl, and brine, then dried (Na2SO4), filtered and concentrated to an oil to give methyl 2,6-difluoro-3-(3-fluoro- N-(3-fluoropropylsulfonyl)propylsulfonamido)benzoate (38.1 g). 1H NMR (400 MHz, CDCl3, ppm) 7.69 (dt, IH), 7.00 (dt, IH), 6.55 (s, IH), 4.56 (dd, 2H), 3.28-3.17 (m, 2H), 2.32-2.15 (m, 2H).
With pyridine; In dichloromethane; at 20℃; for 48h;Product distribution / selectivity; 3-Fluoropropane-l-sulfonyl chloride (14.3 mL, 129 mmol) was slowly added to a solution of <strong>[84832-02-0]methyl 3-amino-2,6-difluorobenzoate</strong> (24.1 g, 129 mmol) and pyridine (31.2 mL, 386 mmol) in CH2Cl2 (360 mL). The reaction mixture was stirred for over two days at room temperature. The reaction mixture was diluted with methylene chloride. The reaction mixture was then washed with an aqueous solution of saturated sodium bicarbonate, IN HCl, and brine, then dried (Na2SO4), filtered and concentrated to an oil to give methyl 2,6- difluoro-3-(3-fluoro-N-(3-fluoropropylsulfonyl)propylsulfonamido)benzoate (38.1 g). H NMR (400 MHz, CDCl3, ppm) 7.69 (dt, IH), 7.00 (dt, IH), 6.55 (s, IH), 4.56 (dd, 2H), 3.28- 3.17 (m, 2H), 2.32-2.15 (m, 2H).
With pyridine; In dichloromethane; at 20℃; for 48h;Product distribution / selectivity; methyl 2,6-difluoro-3-(3-fluoro-N-('3-fluoropropylsulfonvDpropylsulfonamido)benzoate [00213] 3-Fluoropropane-l-sulfonyl chloride (14.3 mL, 129 mmol) was slowly added to a solution of <strong>[84832-02-0]methyl 3-amino-2,6-difluorobenzoate</strong> (24.1 g, 129 mmol) and pyridine (31.2 mL, 386 mmol) in CH2Cl2 (360 mL). The reaction mixture was stirred for over two days at room temperature. The reaction mixture was diluted with methylene chloride. The reaction mixture was then washed with an aqueous solution of saturated sodium bicarbonate, IN HCl, and brine, then dried (Na2SO4), filtered and concentrated to an oil to give methyl 2,6- difluoro-3-(3-fluoro-N-(3-fluoropropylsulfonyl)propylsulfonamido)benzoate (38.1 g). 1H NMR (400 MHz, CDCl3, ppm) 7.69 (dt, IH), 7.00 (dt, IH), 6.55 (s, IH), 4.56 (dd, 2H), 3.28- 3.17 (m, 2H), 2.32-2.15 (m, 2H).
  • 2
  • [ 461-28-9 ]
  • [ 84832-02-0 ]
  • [ 1269421-20-6 ]
YieldReaction ConditionsOperation in experiment
75% With pyridine; In dichloromethane; at 8℃; Step A: Into a 3000-mL 4-necked round-bottom flask was placed a solution of <strong>[84832-02-0]methyl 3-amino-2,6-difluorobenzoate</strong> (120 g, 609.63 mmol, 1.00 equiv, 95%) in dichloromethane (1800 mL) and pyridine (152 g, 1.92 mol, 3.16 equiv) followed by the addition of 3-fluoropropane-l-sulfonyl chloride (103 g, 643.75 mmol, 1.06 equiv) dropwise with stirring at 8 0C. After stirred overnight at 8 0C, the resulting mixture was washed with 2x400 mL of 5N HCl and 2x400 ml of brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum to afford 150 g (75%) of methyl 2,6-difluoro-3-(3- fluoropropylsulfonamido)benzoate as a lavender colored solid.
 

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