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Chemistry
Catalysis Chemistry
DACH or Trost Ligands
N,N'-((1S,2S)-Cyclohexane-1,2-diyl)dipicolinamide
Chemistry
Catalysis Chemistry
DACH or Trost Ligands

[ CAS No. 172138-95-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 172138-95-3
Chemical Structure| 172138-95-3
Structure of 172138-95-3 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 172138-95-3 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
Alternatived Products of [ 172138-95-3 ]

Product Details of [ 172138-95-3 ]

CAS No. :172138-95-3 MDL No. :MFCD02684544
Formula : C18H20N4O2 Boiling Point : -
Linear Structure Formula :- InChI Key :BVYFDUZVVBXFBQ-KBPBESRZSA-N
M.W : 324.38 Pubchem ID :9831204
Synonyms :

Safety of [ 172138-95-3 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 172138-95-3 ]

* 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 [ 172138-95-3 ]

[ 172138-95-3 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 98-98-6 ]
  • [ 21436-03-3 ]
  • [ 172138-95-3 ]
YieldReaction ConditionsOperation in experiment
86.3% In tetrahydrofuran; ethanol; water; Step C: (1S,2S)-N,N'-Dipicolinoyl-1,2-diaminocyclohexane A 22 L flask was charged with 1,1'-carbonyldimidazole (1.7 Kg, 10.48 mol) and THF (7.5 L). Solid picolinic acid (1.36 Kg, 11 mol) was added to the slurry at room temperature. The reaction was endothermic causing the mixture to cool from 18 C. to 12 C. The reaction mixture was then warmed to 18-19 C. The resulting clear solution was stirred for 1 h and molten (1S,2S)-(+)-1,2-diaminocyclohexane (0.5 Kg, 4.38 mol) was added while keeping the temperature below 50 C. The beaker and funnel were rinsed with 2.5 L of THF. The reaction was stirred at rt for 15 h. Water (0.5 L) was added to the thin slurry giving a clear solution and the reaction mixture was stirred for 1 h. The reaction mixture was concentrated to an orange semi-solid by rotary evaporation. The reaction product was slurried in 5 L of ethanol and concentrated by rotary evaporation. The reaction product was dissolved in ethanol (5 L) at 64-65 C. The solution was allowed to cool. The solution turned hazy around 58 C. At this temperature, the hazy solution was seeded (10 g) and cooled to -8 C. The resulting white crystals were isolated by filtration on a sintered glass funnel, washed with 5 L of cold ethanol (-8 to -10 C.), dried under house vacuum with nitrogen sweep, and then dried in a vacuum oven (35 C.). This resulted in the isolation of 1.23 Kg (86.3%) of white crystalline solid. 1H NMR (400 MHz, CDCl3) δ8.50-8.49 (m, 2H), 8.23 (d, J=6.47 Hz, 2H), 8.02-7.99 (m, 2H), 7.69-7.64 (m, 2H), 7.29-7.24 (m, 2H), 4.03 (bs, 2H), 2.18-2.15 (m, 2H), 1.79 (bs, 2H), 1.42-1.41 (m, 4H) 13C NMR (CDCl3) δ164.5, 149.8, 148.1, 136.9, 125.8, 122.0, 53.2, 32.6, 24.8
Reference： [1]Advanced synthesis and catalysis,2001,vol. 343,p. 137 - 138
[2]Patent: US6358979,2002,B1
  • 2
  • [ 98-98-6 ]
  • [ 21436-03-3 ]
  • [ 65-85-0 ]
  • N-[(1S,2S)-2-(benzoyamino)cyclohexyl]picolinamide [ No CAS ]
  • [ 172138-95-3 ]
  • C20H22N2O2 [ No CAS ]
Reference： [1]Journal of the American Chemical Society,2002,vol. 124,p. 12656 - 12657
  • 3
  • [ 7727-18-6 ]
  • [ 172138-95-3 ]
  • [(trans-1,2-bis(pyridinecarboxamide)cyclohexane)V(IV)O(Cl)](Cl)2 * 4.5 CH2Cl2 [ No CAS ]
Reference： [1]Inorganica Chimica Acta,1999,vol. 285,p. 134 - 137
  • 4
  • [ 201230-82-2 ]
  • [ 57785-86-1 ]
  • [ 21436-03-3 ]
  • [ 172138-95-3 ]
Reference： [1]Journal of the American Chemical Society,2011,vol. 133,p. 6061 - 6071
  • 6
  • [ 16971-33-8 ]
  • [ 172138-95-3 ]
  • [Ru(CO)(PPh3)(L3)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% In ethanol;Reflux; General procedure: All the new mononuclear ruthenium(II) complexes were prepared by the following general procedure. An ethanolic solution of [RuHCl(CO)(EPh3)2(B)] (E = P or As; B = PPh3, AsPh3 or Py) and the appropriate ligand in 1:1 mol ratio was heated under reflux for 4-6 h. The solution was filtered while hot, reduced to half of its volume and left for slow evaporation. The resulting solid obtained was filtered, washed with diethyl ether and dried in vacuo. The purity of the complexes was checked by TLC.
Reference： [1]Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,2013,vol. 103,p. 53 - 61
  • 7
  • [ 130061-85-7 ]
  • [ 172138-95-3 ]
  • [Ru(CO)(AsPh3)(L3)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% In ethanol;Reflux; General procedure: All the new mononuclear ruthenium(II) complexes were prepared by the following general procedure. An ethanolic solution of [RuHCl(CO)(EPh3)2(B)] (E = P or As; B = PPh3, AsPh3 or Py) and the appropriate ligand in 1:1 mol ratio was heated under reflux for 4-6 h. The solution was filtered while hot, reduced to half of its volume and left for slow evaporation. The resulting solid obtained was filtered, washed with diethyl ether and dried in vacuo. The purity of the complexes was checked by TLC.
Reference： [1]Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,2013,vol. 103,p. 53 - 61
  • 8
  • [ 107901-43-9 ]
  • [ 172138-95-3 ]
  • [Ru(CO)(Py)(L3)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% In ethanol;Reflux; General procedure: All the new mononuclear ruthenium(II) complexes were prepared by the following general procedure. An ethanolic solution of [RuHCl(CO)(EPh3)2(B)] (E = P or As; B = PPh3, AsPh3 or Py) and the appropriate ligand in 1:1 mol ratio was heated under reflux for 4-6 h. The solution was filtered while hot, reduced to half of its volume and left for slow evaporation. The resulting solid obtained was filtered, washed with diethyl ether and dried in vacuo. The purity of the complexes was checked by TLC.
Reference： [1]Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,2013,vol. 103,p. 53 - 61
  • 9
  • [ 2524-52-9 ]
  • [ 21436-03-3 ]
  • [ 172138-95-3 ]
Reference： [1]Organic Letters,2014,vol. 16,p. 2018 - 2021

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