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[ CAS No. 157038-15-8 ] {[proInfo.proName]}

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Chemical Structure| 157038-15-8
Chemical Structure| 157038-15-8
Structure of 157038-15-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 157038-15-8 ]

CAS No. :157038-15-8 MDL No. :MFCD02258909
Formula : C8H12N2O2S Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 200.26 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 157038-15-8 ]

* 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 [ 157038-15-8 ]

[ 157038-15-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 402-46-0 ]
  • [ 157038-15-8 ]
  • [ 104-12-1 ]
  • [ 75-04-7 ]
  • N-[[(4-chlorophenyl)amino]carbonyl]-4-(ethylamino)benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In water; dimethyl sulfoxide; ethyl acetate; acetone; toluene; EXAMPLE 5 Preparation of N-[[(4-chlorophenyl)amino]carbonyl]-4-(ethylamino)benzenesulfonamide To a solution of <strong>[402-46-0]4-fluorobenzenesulfonamide</strong> (3.0 g, 17.1 mmoles) in dimethyl sulfoxide (20 ml) was added ethylamine (20.8 ml of a 70% (w/w) solution in water). The reaction mixture was heated at 105 C. for 15 hours in a pressure tube and then cooled to room temperature. The mixture was added to 500 ml of water and extracted with ethyl acetate, first using 400 ml, then with 100 ml. The combined organic layers were washed with 500 ml of water, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The 4-(ethylamino)benzenesulfonamide was recrystallized using 200 ml of toluene. The collected crystals were washed with cool toluene (three times) to yield 1.56 g (7.8 mmoles, 46%). The 4-(ethylamino)benzene-sulfonamide was dissolved in 7.8 ml of acetone with 7.9 ml of 1N sodium hydroxide added. To this mixture was added 4-chlorophenylisocyanate (1.22 g, 7.9 mmoles), dissolved in 7.8 ml of acetone. This reaction mixture was allowed to stir for 25 minutes at room temperature, then filtered, with a small amount of an acetone:water (1:1) mixture being used to rinse out the flask and wash the filtered solid. The filtrate was acidified with 1N hydrochloric acid (7.9 ml) and stirred for about an hour until the initially separated oil had changed to a solid. The solid was collected and rinsed three times with water. The solid was recrystallized using hot toluene (250 ml) and ethyl acetate (10 ml), filtered while still hot, then allowed to cool. The collected crystals were washed three times with cool toluene and dried in a vacuum oven, resulting in 1.77 g (64%) of the desired title compound. Analysis of the product gave the following results: 1 H NMR (300 MHz, d6 -DMSO) delta 1.16 (t, 3H, J=7 Hz, CH3), 3.10 (pentet, 2H, J=7 Hz, CH2), 6.62 (d, 2H, J=9 Hz, Ar-H), 6.63 (brs, 1H, EtNH), 7.29 (d, 2H, J=10 Hz, Ar-H), 7.36 (d, 2H, J=10 Hz, Ar-H), 7.62 (d, 2H, J=9 Hz, Ar-H), 8.78 (s, 1H, ArNHCO) and 10.37 (brs, 1H, SO2 NH) Analysis for C15 H16 ClN3 O3 S: Theory: C, 50.92; H, 4.56;N, 11.88 Found: C, 51.17; H, 4.63;N, 11.87.
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