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Chemical Structure| 1200131-07-2 Chemical Structure| 1200131-07-2

Structure of 1200131-07-2

Chemical Structure| 1200131-07-2

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Product Details of [ 1200131-07-2 ]

CAS No. :1200131-07-2
Formula : C11H12BrN
M.W : 238.12
SMILES Code : N#CC1=C(CC)C=C(Br)C=C1CC
MDL No. :MFCD18917122
InChI Key :IAMOUWSOUQOSDV-UHFFFAOYSA-N
Pubchem ID :53256763

Safety of [ 1200131-07-2 ]

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

Application In Synthesis of [ 1200131-07-2 ]

* 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 [ 1200131-07-2 ]

[ 1200131-07-2 ] Synthesis Path-Downstream   1~3

  • 1
  • potassium cyanide [ No CAS ]
  • [ 56746-19-1 ]
  • copper(l) cyanide [ No CAS ]
  • [ 1200131-07-2 ]
YieldReaction ConditionsOperation in experiment
88% 4-Bromo-2,6-diethylaniline (4.80 g, 21.0 mmol) was suspended in a mixture of water (25 mL) and concentrated hydrochloric acid (8.0 mL) then sonicated for 10 minutes. The resultant suspension was cooled to 0 C and a solution of sodium nitrite (1.60 g, 23.1 mmol) in water (5 mL) was slowly added, maintaining the reaction temperature below 5 C. After 30 minutes, the reaction mixture was neutralised by the careful addition of sodium bicarbonate, then the resultant suspension was added in aliquots to a solution of copper (I) cyanide (2.26 g, 25.2 mmol) and potassium cyanide (3.43 g, 52.6 mmol) in water (25 mL) at 70 C. After complete addition, heating at 70 C was continued for 1 h then the reaction mixture was cooled to ambient temperature. Water and DCM were added then the organic phase was collected, dried over anhydrous sodium sulfate and concentrated in vacuo to afford a brown residue that was purified by flash chromatography (silica, 80 g column, ISCO, 0-10% ethyl acetate in cyclohexane) to afford the title compound as an off-white solid (4.43 g, 88%). 1H NMR (DMSO-D6, 300MHz): 7.58 (s, 2H), 2.78 (q, J = 7.6Hz, 4H), 1.21 (t, J = 7.6Hz, 6H).
  • 2
  • [ 1200131-07-2 ]
  • [ 1200131-08-3 ]
YieldReaction ConditionsOperation in experiment
5% Under an inert atmosphere, lithium aluminuium hydride (359 mg, 9.4 mmol) was suspended in anhydrous THF (9 mL) was cooled to 0 C and then a solution of 4-bromo-2,6- diethylbenzonitrile (1.73 g, 7.36 mmol) in anhydrous THF (3 mL) was added dropwise. The reaction mixture was then allowed to warm to ambient temperature and stirring was continued for 20 h. Sodium sulfate decahydrate (6 g) was then added to quench the reaction and the resultant reaction mixture was filtered then the filtrate was then evaporated under reduced pressure. The resultant oil was purified by flash chromatography (silica, 50 g column, ISCO, 0- 10% methanol in DCM) to afford the title compound as an orange oil (96 mg, 5%). 1H NMR (DMSO-D6, 400MHz): 7.18 (s, 2H), 3.68 (s, 2H), 2.73-2.64 (m, 4H), 2.52-2.48 (m, 2H), 1.19- 1.11 (m, 6H).
  • 3
  • [ 1200131-07-2 ]
  • [ 1200131-09-4 ]
 

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