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Structure of 1101906-42-6

Chemical Structure| 1101906-42-6

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Product Details of [ 1101906-42-6 ]

CAS No. :1101906-42-6
Formula : C17H15N3O
M.W : 277.32
SMILES Code : CC1(C)N=C(C2=CC=C3C=CC4=CC=CN=C4C3=N2)OC1
MDL No. :MFCD30609445
InChI Key :HLTAMVODSLPKSD-UHFFFAOYSA-N
Pubchem ID :102035743

Safety of [ 1101906-42-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 1101906-42-6 ]

* 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 [ 1101906-42-6 ]

[ 1101906-42-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 124-68-5 ]
  • [ 1082-19-5 ]
  • [ 1101906-42-6 ]
YieldReaction ConditionsOperation in experiment
65% 2-Cyanophenanthroline (4.10 g, 20 mmol) was dissolved in anhydrousMeOH (60 mL) in a flame-dried flask equipped with a stir bar.NaOMe (108 mg, 2 mmol) was added to the solution. The reactionmixture was stirred at r.t. and the progress of the reaction was monitoredby TLC until the starting material was fully consumed. The reactionwas then quenched with AcOH (0.22 mL) and the mixture wasfiltered and concentrated in vacuo. The residue was dissolved in toluene(100 mL) together with of 2-amino-2-methylpropan-1-ol (1.87 g,21 mmol) and p-TsOH·H2O (380 mg, 2 mmol). The reaction mixturewas then heated under reflux conditions with a Dean-Stark apparatusuntil the intermediate was consumed. After the reaction wascooled to r.t., the solvent was removed in vacuo and the residue waspurified through a silica gel flash column (hexanes/acetone: from 2:1to 1:2) to afford L2 as a white solid. L2 was further purified by recrystallizationfrom a hexanes/EtOAc mixture as a white solid; yield: 3.6 g(12.9 mmol, 65%); mp 106-108 C.3IR (ATR, neat): 3385 (m), 3223 (m), 2966 (w), 1646 (s), 1493 (m), 1400cm-1 (s).1H NMR (400 MHz, CDCl3): δ = 9.25 (dd, J = 4.3, 1.3 Hz, 1 H), 8.43 (d, J =8.3 Hz, 1 H), 8.34 (d, J = 8.3 Hz, 1 H), 8.29 (d, J = 6.9 Hz, 1 H), 7.86 (q, J =8.8 Hz, 2 H), 7.68 (dd, J = 8.1, 4.4 Hz, 1 H), 4.34 (s, 2 H), 1.49 (s, 6 H).13C NMR (100 MHz, CDCl3): δ = 161.7, 150.4, 146.4, 145.9, 145.5,136.6, 136.2, 129.4, 128.9, 128.0, 126.1, 123.4, 122.7, 79.8, 68.1, 28.5.HRMS (ESI): m/z [M + H+] calcd for C17H16N3O+: 278.1288; found:278.1289.
 

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