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[ CAS No. 138786-67-1 ] {[proInfo.proName]}

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Chemical Structure| 138786-67-1
Chemical Structure| 138786-67-1
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Product Details of [ 138786-67-1 ]

CAS No. :138786-67-1 MDL No. :MFCD01658543
Formula : C16H14F2N3NaO4S Boiling Point : -
Linear Structure Formula :- InChI Key :YNWDKZIIWCEDEE-UHFFFAOYSA-N
M.W : 405.35 Pubchem ID :15008962
Synonyms :
SKF96022 sodium;BY1023 sodium;SKF-96022;SK and F 96022;Protonix;Zurcal;Pantecta;Controloc;Pantoloc
Chemical Name :Sodium 5-(difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide

Safety of [ 138786-67-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 138786-67-1 ]

* 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 [ 138786-67-1 ]

[ 138786-67-1 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 97963-62-7 ]
  • [ 72830-09-2 ]
  • [ 138786-67-1 ]
YieldReaction ConditionsOperation in experiment
83% 2-Chloromethyl-3,4-dimethoxy pyridine hydrochloride (50 gms), 2-mercapto-5-difluoromethoxy15 benzimidazole (50 gms) and Tetra butyl ammonium bromide (2 gms) were added under stirring to dichloromethane (300 ml) followed by solution of sodium hydroxide ( 37.5 gms ) in 120 ml water.The contents were then stirred at 25 - 30 C for about 12 hours. After reaction completion, the dichloromethane layer was separated, then the aqueous layer was extracted with dichloromethane(60 ml) twice. The organic layers were combined together, water washed and distilled to about20 250ml and cooled to 00C. 3.5% aqueous sodium hypochlorite solution (464 g ) having a sodium hydroxide content of 2.2% was added to the reaction mass, which was maintained at 5 - 80C for about 6 hours. After completion of the reaction; the reaction mass was further cooled to 0 to 5C.The resulting solid was then filtered and washed with cold acetone (about 100ml ) and dried under vacuum at 35-400C to give pantoprazole sodium (75 gms, 83%) of purity greater than 99.5%.
  • 2
  • [ 97963-62-7 ]
  • [ 138786-67-1 ]
  • 3
  • 2-hydroxymethyl-3,4-dimethoxypyridine hydrochloride [ No CAS ]
  • [ 97963-62-7 ]
  • [ 138786-67-1 ]
YieldReaction ConditionsOperation in experiment
79.6% 2-hydroxymethyl-3,4-dimethoxy pyridine hydrochloride (45.8g) was taken in dichloromethane (300 ml). Thionyl chloride (30.3 gms.) was added at about 0 to 50C and reaction mass was further stirred EPO <DP n="12"/>at 10 - 15C for 1 hour. After reaction completion, purified water (100 ml) was added maintaining the reaction temperature between 15 - 20 C. To this reaction mass, 2-mercapto 5-difluoromethoxy benzimidazole (50 gms) and tetra butyl ammonium bromide (2 gms) were added. The contents were cooled to 10 C and pH of the reaction mass was adjusted to 10 - 11 using aqueous sodium hydroxide solution (30% solution) and the contents were stirred at 25 - 30 C for 12 hours. After completion of the reaction, dichloromethane layer was separated and the aqueous layer was extracted with dichloromethane (60 ml) twice. The combined organic layer was washed with purified water (150 ml) twice. The dichloromethane layer was then cooled to 0 C, 3.5% aqueous sodium hypochlorite solution (464 g ) having sodium hydroxide content of 2.1% was added to the reaction mass, and maintained at 5 - 8 C for about 6 hours. After the completion of the reaction, the reaction mass was cooled to 0 to 5 C and the resulting solid was filtered and washed with cold acetone (about 100ml ) and dried under vacuum at 35-400C to give pantoprazole sodium (72 gms, 79.6%) of purity greater than 99.5%.
  • 4
  • 2-chloromethyl-3,4-dimethoxypyridine hydrochloride [ No CAS ]
  • [ 97963-62-7 ]
  • [ 138786-67-1 ]
YieldReaction ConditionsOperation in experiment
19.61 g The 5-difruoro methoxy-2-mercapto-1-H-benzimidazole 40.12g is soluble in ethanol 400 ml, after stirring to dissolve, sequentially under the condition at room temperature slowly adding 2mol/L NaOH aqueous solution of 250 ml and 2-chloromethyl -3,4-dimethoxy-pyridine hydrochloride 41.23g, 35 C stirring for 2 hours, reducing pressure and evaporating ethanol, dichloromethane is used for residue 100 ml extraction, the organic phase is dried with anhydrous sodium sulfate, filtered, pressure-reducing evaporate dichloromethane, dichloroethane for: methyl tert-butyl ether = 4: mixed solvent recrystallization 1(V/V), for 30 C vacuum drying 4 hours, shall be intermediate 77.78 g. apply the above-mentioned intermediate 30.02g stirring dissolved in the ethanol 400 ml in, the temperature is increased to 45 C adding sodium borate 35.05g and 500 ml, to continue to heat insulation stirring for 2 hours, reducing pressure and evaporating ethanol, dichloromethane is used for extraction residue, the organic phase is dried with anhydrous sodium sulfate, filtered, pressure-reducing evaporate dichloromethane. Using dichloroethane: methyl tert-butyl ether = 4: mixed solvent recrystallization 1(V/V), for 30 C vacuum drying to obtain the intermediate 27.58 g. Apply the above-mentioned intermediate 25.23g slowly adding 0.5mol/L aqueous hydrogen peroxide solution of 100 ml in, 20 C after stirring to dissolve reaction 2.5 hours, filtering, the filtrate 30 C vacuum drying 5 hours, dichloromethane is used for dried 100 ml dissolved, 23 C reaction 2.0 hours, filtration, the filtration cake at 30 C dried under vacuum to get crude Pantoprazole sodium 22.15 g. crude [...] 20.00g soluble in water 150 ml in, with 5% of sodium hydroxide solution to adjust the pH value to 5.5, agitating precipitated insolubles, filtering, adding ethanol to the solid in 100 ml dissolved, with D101 macroporous resin adsorption, dichloromethane is used for 50 ml elution, the eluent for 30 C vacuum drying, to obtain pantoprazole sodium 19.61 g.
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