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Chemical Structure| 27291-96-9 Chemical Structure| 27291-96-9

Structure of 27291-96-9

Chemical Structure| 27291-96-9

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Product Details of [ 27291-96-9 ]

CAS No. :27291-96-9
Formula : C6H8N2O4S2
M.W : 236.27
SMILES Code : O=S(C1=CC=CC=C1S(=O)(N)=O)(N)=O
MDL No. :MFCD11106178

Safety of [ 27291-96-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 27291-96-9 ]

* 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 [ 27291-96-9 ]

[ 27291-96-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 790230-04-5 ]
  • [ 27291-96-9 ]
  • [ 1154061-31-0 ]
YieldReaction ConditionsOperation in experiment
41% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20.0℃; a) 4-Bromo-3-(hydroxymethyl)-N-(2-sulfamoylphenylsulfonyl)benzamidel-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (3.86 g, 20.13 mmol) was added to a stirred solution of benzene- 1 ,2-disulfonamide (3.17 g, 13.42 mmol), 4-bromo-3- (hydroxymethyl)benzoic acid (3.1 g, 13.42 mmol) and 4-dimethylaminopyridine (2.459 g, 20.13 mmol) in N,N-dimethylformamide (30 mL) and the resulting mixture was stirred at room temperature over night. Water and ethyl acetate was added and the phases were separated. The aqueous phase was acidified (pH~l) with hydrochloric acid (2 M) and extracted with ethyl acetate. The combined organic phases were washed with water, water/brine (1 :1) and brine, dried over magnesium sulfate and the solvent was evaporated. Purification by column chromatography, using a gradient of 0-20% methanol in dichloromethane as the eluent. Saturated aqueous sodium bicarbonate and ethyl acetate were added and the aqueous phase was washed with ethyl acetate, acidified using hydrochloric acid (5 M) and extracted with ethyl acetate. The organic phase was washed with water, dried over magnesium sulfate and the solvent was evaporated to give 2.472 g (41% yield) of the title compound. 1U NMR (500 MHz, DMSO-J6) delta ppm 9.67 (br. s., 1 H) 8.08 - 8.13 (m, 2 H) 7.96 - 8.01 (m, 1 H) 7.64 - 7.68 (m, 1 H) 7.60 - 7.64 (m, 1 H) 7.55 - 7.60 (m, 1 H) 7.51 (s, 1 H) 7.44 (br. s., 2 H) 5.40 - 5.50 (m, 1 H) 4.49 (d, 2 H); MS (ESI) m/z 447, 449 [M-I]".
  • 2
  • [ 27291-96-9 ]
  • [ 38186-86-6 ]
  • [ 1255707-56-2 ]
YieldReaction ConditionsOperation in experiment
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20.0℃; a) 6-Chloro-5-fluoro-N-(2-sulfamoylphenylsulfonyl)nicotinamideN-(3-Dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (0.99 g, 5.15 mmol) and 4-(dimethylamino)pyridine (0.63 g, 5.15 mmol) were added to a solution of benzene- 1,2- disulfonamide (0.81 g, 3.43 mmol) and <strong>[38186-86-6]6-chloro-5-fluoronicotinic acid</strong> (0.60 g, 3.43 mmol) in N,N-dimethylformamide (25 mL), the resulting mixture was stirred at room temperature over night. Water was added and the mixture was extracted with ethyl acetate, the aqueous phase was acidified with diluted hydrochloric acid and extracted with ethyl acetate. The organic phase was dried over magnesium sulfate and evaporated to give 0.33 g (24% yield) of the title compound. MS (ESI) m/z 392 [M-I]".
 

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