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Chemical Structure| 35264-29-0 Chemical Structure| 35264-29-0

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Chemical Structure| 35264-29-0

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Product Details of [ 35264-29-0 ]

CAS No. :35264-29-0
Formula : C7H9N3O3S
M.W : 215.23
SMILES Code : O=S(C1=CC=C(C(NN)=O)C=C1)(N)=O
MDL No. :MFCD02269952

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Application In Synthesis of [ 35264-29-0 ]

* 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 [ 35264-29-0 ]

[ 35264-29-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 92-55-7 ]
  • [ 35264-29-0 ]
  • [ 53554-81-7 ]
  • 2
  • [ 22808-73-7 ]
  • [ 35264-29-0 ]
YieldReaction ConditionsOperation in experiment
90% With hydrazine hydrate; In 1,4-dioxane; at 100℃; for 8h; A mixture of <strong>[22808-73-7]methyl 4-sulfamoylbenzoate</strong> 6 (10mmol) and hydrazine hydrate (20mmol) refluxed (100C) in 1,4-dioxane for 8h. Reaction mixture was poured into ice cold water and obtained precipitate was filtered and dried to achieve 4-(hydrazinecarbonyl)benzenesulfonamide in high yield. 4.3.4 13 4-(hydrazinecarbonyl)benzenesulfonamide (7) (0037) White solid; yield 90%; mp: 214-216C; 1H NMR (DMSO-d6,400MHz):delta 4.56 (s, 2H, NH2), 7.47 (s, 2H, NH2), 7.86 (d, 2H, Ar, J=8.4Hz), 7.94 (d, 2H, Ar, J=8.4Hz), 9.95 (s, 1H, NH); LC-MS: m/z; 216 (M+1).
86.4% With hydrazine hydrate; In methanol; at 50℃; Hydrazine hydrate (2.33 g, 46.5 mmol) and <strong>[22808-73-7]methyl 4-sulfamoylbenzoate</strong> (2.000 g, 9.3 mmol) were added to methanol (70 ml), and the mixture was stirred at 50 C. until thin layer chromatography showed the reaction was completed.Then, the solvent was removed under reduced pressure, and ethyl acetate (50 ml) was added to the residue. After stirring for 0.5 hours, the mixture was filtered and dried to obtain 1.727 g of white solid with a yield of 86.4%.
With hydrazine hydrate; In methanol;Reflux; Tolylsulfonamide 10 (1.00mM) was first converted to 4-aminosulfonyl benzoic acid by refluxing its aqueous suspension with KMnO4 (3.00mM) to generate the corresponding carboxylic acid followed by refluxing its methanolic solution firstly in acidic condition and then in excess of hydrazine hydrate.37 Yield 74%, lit. mp: 230-232C, Obs. mp: 228-230C.
With pyridine; hydrazine hydrate; In ethanol; for 10h;Reflux; General procedure: To a mixture corresponding ester (9a-n, 5.0 mmol) and hydrazine monohydrate (15.0 mmol) in ethanol, catalytic amount of pyridine (0.5 mL) was added and refluxed for 10 h. The reaction was monitored by TLC. After the completion of the reaction, ethanol was evaporated from the mixture, water was added and extracted using ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated under vacuum to get the crude mass. Finally, the products 10a-n were purified using column chromatography. (Yield 80-85%).

  • 3
  • [ 41042-12-0 ]
  • [ 35264-29-0 ]
  • 4-[2-(2-oxo-1-propylindolin-3-ylidene)hydrazine-1-carbonyl]benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With acetic acid; for 6h;Reflux; General procedure: To a hot solution of 4-(hydrazinecarbonyl)benzenesulfonamide 3 (0.25g, 1.16mmol) in glacial acetic acid (15mL), the appropriate isatin derivative 4a-h, 8a-g or 9a-c (1.2mmol) was added. This mixture was heated under reflux for 6h. The formed precipitate was filtered off while hot and washed with ethanol and petroleum ether then recrystallized from DMF/ethanol to obtain the target compounds 5a-h, 10a-g and 11a-c.
  • 4
  • [ 32703-79-0 ]
  • [ 35264-29-0 ]
  • N-(5-(tert-butyl)-1,3-dioxoisoindolin-2-yl)-4-sulfamoylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
94% With sodium acetate; acetic acid; for 12h;Reflux; General procedure: A mixture of an appropriate cyclic imides 1-14 (5.0 mmol), 4-(hydrazinecarbonyl)benzenesulfonamide (15) (1.08 g, 5.0 mmol), and anhydroussodium acetate (0.69 g, 5.0 mmol) in glacial acetic acid(20 mL) was heated under reflux for 12 h. After cooling the reactionmixture, the precipitate obtained was filtered, washed with water, driedand re-crystallised from acetic acid.
 

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