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Chemical Structure| 4392-54-5 Chemical Structure| 4392-54-5

Structure of 4392-54-5

Chemical Structure| 4392-54-5

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Product Details of [ 4392-54-5 ]

CAS No. :4392-54-5
Formula : C6H9N3O2S
M.W : 187.22
SMILES Code : C1=C(C=CC(=C1)NN)[S](N)(=O)=O
MDL No. :MFCD00625132
Boiling Point : No data available
InChI Key :NBJSNAGTUCWQRO-UHFFFAOYSA-N
Pubchem ID :78105

Safety of [ 4392-54-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 4392-54-5 ]

* 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 [ 4392-54-5 ]

[ 4392-54-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 391-12-8 ]
  • [ 4392-54-5 ]
  • 4-[<i>N</i>'-(2-oxo-7-trifluoromethyl-1,2-dihydro-indol-3-ylidene)-hydrazino]-benzenesulfonamide [ No CAS ]
  • 2
  • [ 720-94-5 ]
  • [ 4392-54-5 ]
  • [ 169590-42-5 ]
YieldReaction ConditionsOperation in experiment
Into a 100 mL Morton flask fitted with a reflux condenser, a nitrogen inlet and a thermometer was weighed 67 mg 4-SAPH (free base, 0.36 [MMOL).] To the 4-SAPH was added 15 mL isopropyl alcohol followed by 5 mL of a 0.36M TFA stock solution (in isopropyl alcohol). The mixture was heated to [40C] with an oil bath giving a homogeneous solution. At [40C] a 10 ml aliquot of a 0.036M 1,1, 1- [TRIFLUORO-4- (4APOS;-METHYLPHENYL)-2,] 4-butanedione (in isopropyl alcohol) diketone stock solution, preheated to [40C,] was added all at once to the 4-SAPH mixture. Aliquots were taken periodically [(200] [UL),] quenched in 0.2M [NAOH] (in 55: 45 acetonitrile : water), and cooled in ice. Analysis was carried out by HPLC and area percent values were converted to molar concentrations using standards. The results using four different concentrations of 4-SAPH are given in table 4 below for the initial rate of [CELECOXIB] and Hydroxyregioisomer formation. The diketone concentration for all four trials was 12 mmolar.
With hydrogenchloride; In water; at 98 - 100℃; Stage-2:Preparation of 4-[5-(4-methylphenyl)-3-(trifluorornethyl)-lh-pyrazol-l- yljbenzenesulfonamide (Celecoxib) (I) l-(4-Methylphenyl)-4,4,4-trifluorobutane-l,3-dione (IV) (80 g, 0.348 mol), 4- hydrazinophenylsulfonamide (V) (77.74 g, 0.348 mol) and concentrated hydrochloric acid (18.6 g) were added to DM water (500 ml) and heated to 98-1000C. The mass was stirred for 4 hr to complete the reaction. The reaction mass was cooled to 70-75 C and a mixture of toluene (600 ml) and methanol (10 ml) was added to the reaction mass. After 1 hr stirring at 70-750C, the reaction mass was cooled to 20-250C, the product was filtered and lambdavashed with toluene (100 ml) followed by DM water (200 ml). The product obtained was dried at 55-600C under reduced pressure to produce 1 15 g of Celecoxib crude. Chromatographic purity: 99percent(by PTPLC, by area normalization)
  • 3
  • [ 41042-12-0 ]
  • [ 4392-54-5 ]
  • 4-(2-(2-oxo-1-propylindolin-3-ylidene)hydrazinyl)benzenesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With acetic acid; for 6h;Reflux; General procedure: To a hot solution of 4-hydrazinylbenzenesulfonamide 2 (0.22 g,1.2 mmol) in acetic acid (15 mL), the appropriate isatin derivative 3a-c or 6a-o (1.2 mmol) was added. This mixture was heated under reflux for 6 h. The formed precipitate was filtered off while hot and washed with ethanol and petroleum ether then recrystallized fromDMF/ethanol to obtain the target compounds 4a-c and 7a-o,respectively, in 52-87% yield.
 

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