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Chemical Structure| 19715-49-2 Chemical Structure| 19715-49-2

Structure of 19715-49-2

Chemical Structure| 19715-49-2

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Product Details of [ 19715-49-2 ]

CAS No. :19715-49-2
Formula : C8H10ClNO2S
M.W : 219.69
SMILES Code : O=S(C1=CC=C(N(C)C)C=C1)(Cl)=O
MDL No. :MFCD19200057

Safety of [ 19715-49-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P260-P280-P303+P361+P353-P301+P330+P331-P304+P340+P310-P305+P351+P338+P310
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 19715-49-2 ]

* 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 [ 19715-49-2 ]

[ 19715-49-2 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 1709-59-7 ]
  • [ 19715-49-2 ]
  • <i>N</i>-(<i>N</i>,<i>N</i>-dimethyl-sulfanilyl)-sulfanilic acid dimethylamide [ No CAS ]
  • 2
  • [ 121-58-4 ]
  • [ 19715-49-2 ]
YieldReaction ConditionsOperation in experiment
53% With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 0.5h; Synthesis of 4-(dimethylamino) benzene-1-sulfonyl Chloride Into a 500 mL round-bottom flask, was placed 4-(dimethylamino) benzenesulfonic acid (10 g, 49.75 mmol). To this was added CH2Cl2 (200 mL). To the mixture was added DMF (4 mL). To the above was added dropwise oxalyl dichloride (25 g, 196.85 mmol). The resulting solution was allowed to react with stirring for 0.5 h at room temperature. The reaction progress was monitored by TLC (EtOAc/PE=1:2). The reaction mixture was then quenched by the adding 200 mL of ice/salt. The resulting solution was extracted twice with 50 mL of CH2Cl2 and the organic layers combined and dried over Na2SO4 A filtration was performed. The filtrate was concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 9.1 g (53%) of 4-(dimethylamino) benzene-1-sulfonyl chloride as a yellow solid 1H NMR: (CDCl3, delta) 7.84 (d, 2H), 6.71 (d, 2H), 3.12 (s, 6H).
53% With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 0.5h; Synthesis of 4-(dimethylamino)benzene-1-sulfonyl chloride Into a 500 mL round-bottom flask, was placed 4-(dimethylamino) benzenesulfonic acid (10 g, 49.75 mmol). To this was added CH2Cl2 (200 mL). To the mixture was added DMF (4 mL). To the above was added dropwise oxalyl dichloride (25 g, 196.85 mmol). The resulting solution was allowed to react with stirring for 0.5 h at room temperature. The reaction progress was monitored by TLC (EtOAc/PE=1:2). The reaction mixture was then quenched by the adding 200 mL of ice/salt. The resulting solution was extracted twice with 50 mL of CH2Cl2 and the organic layers combined and dried over Na2SO4 A filtration was performed. The filtrate was concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 9.1 g (53%) of 4-(dimethylamino)benzene-1-sulfonyl chloride as a yellow solid 1H NMR: (CDCl3, delta) 7.84(d,2H), 6.71 (d,2H), 3.12(s,6H).
42% With phosphorus pentachloride; In dichloromethane; at 0 - 20℃; 4-Dimethylamino-benzenesulfonic acid (4.3 g, 20 mmol) was added portionwise to a suspension of PCl5 (5.0 g, 24 mmol) in CH2Cl2 (60 mL) at 0 C. The mixture was then allowed to warm to rt and was then stirred at rt for 3 h. The mixture was concentrated in vacuo and the residue was dissolved in Et2O and H2O. The layers were separated and the organic layer was dried (MgSO4) and concentrated in vacuo to give the title compound as a yellow solid: yield; 1.95 g (42%). 1H NMR (400 MHz, CDCl3) delta (ppm): 7.84-7.82 (m, 2H), 6.77-6.75 (m, 2H), 3.10 (s, 6H).
With phosphorus pentachloride; In dichloromethane; for 1.5h; <strong>[121-58-4]4-dimethylaminobenzenesulfonic acid</strong> (402 mg, 2 mmol) was added to 5.5 mL of dry dichloromethane, stirred to dissolve, and then phosphorus pentachloride (458 mg, 2.2 mmol) was slowly added and stirred for 1.5 h.This step of the reaction can be carried out directly to the next step without treatment.

  • 3
  • [ 19715-49-2 ]
  • [ 121-58-4 ]
  • 4
  • [ 349-58-6 ]
  • [ 19715-49-2 ]
  • [ 1221970-98-4 ]
 

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