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Chemical Structure| 82767-64-4 Chemical Structure| 82767-64-4

Structure of 82767-64-4

Chemical Structure| 82767-64-4

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Product Details of [ 82767-64-4 ]

CAS No. :82767-64-4
Formula : C5H6BrN3
M.W : 188.03
SMILES Code : BrC1=NNC(C2CC2)=N1
MDL No. :MFCD19103366

Safety of [ 82767-64-4 ]

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

Application In Synthesis of [ 82767-64-4 ]

* 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 [ 82767-64-4 ]

[ 82767-64-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 82767-64-4 ]
  • [ 25115-74-6 ]
  • cis-4-(5-cyclopropyl-1H-[1,2,4]triazol-3-yl)-4-hydroxy-1-phenylcyclohexanecarbonitrile [ No CAS ]
  • trans-4-(5-cyclopropyl-1H-[1,2,4]triazol-3-yl)-4-hydroxy-1-phenylcyclohexanecarbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Example 294; cis-4-(5-Cyclopropyl-1 H-[1 ,2,4]triazol-3-yl)-4-hydroxy-1 - phenylcyclohexanecarbonitrile and trans-4-(5-cyclopropyl-1 H-[1 ,2,4]triazol-3-yl)-4- hydroxy-1-phenylcyclohexanecarbonitrile1.0 g of 3-bromo-5-cyclopropyl-1 H-[1 ,2,4]triazole was dissolved in 25 ml of anhydrous THF and 4.7 ml of a 2.7 M solution of n-butyllithium in HEP were added dropwise at -75C. The mixture was stirred at -65C to -75C for 2 h, and then a solution of 1.3 g of 4-oxo-1 -phenylcyclohexanecarbonitrile in 10 ml of anhydrous THF was added dropwise. The mixture was stirred at -65C to -75C for 1 h, subsequently warmed to room temperature and added to 100 ml of a saturated aqueous sodium hydrogencarbonate solution. The mixture was extracted three times with 50 ml each of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. Chromatography on reversed phase silica gel yielded 590 mg of the title compound (cis/trans mixture) as an amorphous solid. MS (ESI+): 309
  • 2
  • [ 502546-41-0 ]
  • [ 82767-64-4 ]
YieldReaction ConditionsOperation in experiment
Example 293; 3-Bromo-5-cyclopropyl-1 H-[1 ,2,4]triazole5.0 g of S-amino-delta-cyclopropyl-i H-[1 ,2,4]triazole were dissolved in 30 ml of acetic acid and 20 ml of a 48% aqueous hydrogen bromide solution were added dropwise. Subsequently, a solution of 3.1 g of sodium nitrite in 10 ml of water was added dropwise at 00C in the course of 10 min and the mixture was subsequently stirred at 00C for 10 min. The suspension thus obtained was added in portions at 00C to a suspension of 11.6 g of copper(l) bromide in 20 ml of a 24% aqueous hydrogen bromide solution. Subsequently, it was stirred at room temperature for 1 h, then the <n="133"/>mixture was added to 400 ml of a saturated aqueous sodium carbonate solution and precipitated copper compound was filtered off. The mixture was washed with 100 ml of EA, then the phases were allowed to separate and the aqueous phase was extracted a further two times with 100 ml each of EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. 2.5 g of the title compound were obtained as a light yellow oil. MS (ESI+): 188
 

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