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[ CAS No. 1157455-13-4 ] {[proInfo.proName]}

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Chemical Structure| 1157455-13-4
Chemical Structure| 1157455-13-4
Structure of 1157455-13-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1157455-13-4 ]

CAS No. :1157455-13-4 MDL No. :
Formula : C13H14BrN Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 264.16 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 1157455-13-4 ]

* 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 [ 1157455-13-4 ]

[ 1157455-13-4 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 39478-78-9 ]
  • [ 110-13-4 ]
  • [ 1157455-13-4 ]
YieldReaction ConditionsOperation in experiment
60% hydrogenchloride; In ethanol; water; for 18h;Reflux; To a solution <strong>[39478-78-9]5-bromo-2-methyl aniline</strong> (6.38 g, 36.74 mmol) in EtOH (30 ml) was added acetonyl acetone (5.0 ml, 42.62 mmol) and one drop of conc. aqueous HCl. The mixture was heated at reflux for 18 h and then cooled. Solvent was evaporated to dryness under reduced pressure and the residue was partitioned between water and EtOAc. The organic layer was separated and washed with water and brine dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the residue by flash chromatography (hex:EtOAc/8:2) gave 5.8 g of 1-(5-bromo-2-methyl-phenyl)-2,5-dimethyl-1H-pyrrole (60%) as a clear oil.
  • 2
  • [ 932-22-9 ]
  • [ 1157455-13-4 ]
  • [ 1263474-48-1 ]
YieldReaction ConditionsOperation in experiment
95% To a solution of 1-(5-bromo-2-methyl-phenyl)-2,5-dimethyl-1H-pyrrole (2.825 g, 10.69 mmol) in THF (13 ml) was added magnesium (0.265 g, 10.96 mmol). The mixture was heated at reflux for 1 hour, then cooled to 20 C. and added to a solution of 4,5-dichloro-2H-pyridazino-3-one (0.706 g, 4.28 mmol) in THF (10 ml) and diethyl ether (20 ml). The mixture was heated at reflux for 18 hours. The reaction mixture was cooled and saturated aqueous ammonium chloride was added, and the product was extracted with EtOAc. The combined extracts were washed with water and brine, dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the residue by flash chromatography (hex:EtOAc/6:4) gave 1.28 g (95%) of 5-chloro-4-[3-(2,5-dimethyl-pyrrol-1-yl)-4-methyl-phenyl]-2H-pyridazin-3-one as a yellow solid.
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