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[ CAS No. 15918-80-6 ] {[proInfo.proName]}

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Chemical Structure| 15918-80-6
Chemical Structure| 15918-80-6
Structure of 15918-80-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 15918-80-6 ]

CAS No. :15918-80-6 MDL No. :MFCD09035713
Formula : C8H10N2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 134.18 Pubchem ID :-
Synonyms :

Safety of [ 15918-80-6 ]

Signal Word:Warning Class:
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330 UN#:
Hazard Statements:H302-H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 15918-80-6 ]

* 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 [ 15918-80-6 ]

[ 15918-80-6 ] Synthesis Path-Downstream   1~12

  • 2
  • [ 32692-19-6 ]
  • [ 15918-80-6 ]
YieldReaction ConditionsOperation in experiment
With methanol; nickel; hydrazine hydrate
YieldReaction ConditionsOperation in experiment
Rk. mit Pd/C, Δ -> 5-Amino-indol;
YieldReaction ConditionsOperation in experiment
100% 21.4 Step 4 Step 4 Preparation of phenylmethyl 2-(1,1-dimethylethyl)-2,3-dihydro-5-[[(phenylmethoxy)carbonyl]amino]-1H-indole-1-carboxylate The nitroindoline from the previous step (9.0 g, 40.9 mmol) is dissolved in a mixture of ethyl acetate (125 ml) and ethanol (125 ml) and hydrogenated at 30 psi in the presence of 10% Pd/C (1.6 g) for 2 hours. Filtration through cellulose and evaporation gave crude 5-aminoindoline (7.77 g, 100%) as a brown oil which is dissolved in THF (180 ml).
5-Nitro-indolin, Pd/C, A. (Druckhydr.);
  • 8
  • [ 15918-80-6 ]
  • 1-((1R,2S)-2-(((S)-3-(4-fluorobenzyl)piperidin-1-yl)methyl)cyclohexyl)-3-(indolin-5-yl)urea [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: NaH / dimethylformamide / cooling 1.2: dimethylformamide / 20 °C 2.1: acetonitrile; CHCl3; dimethylformamide / 20 °C
  • 9
  • [ 496-15-1 ]
  • [ 15918-80-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetic acid anhydride; nitric acid / 10 °C / Erhitzen des Reaktionsprodukts mit konz. wss. Salzsaeure 2: N2H4+H2O; Raney nickel; methanol
  • 10
  • [ 33632-27-8 ]
  • [ 15918-80-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: aq.-ethanolic hydrochloric acid 2: N2H4+H2O; Raney nickel; methanol
  • 11
  • [ 15918-80-6 ]
  • [ 32692-19-6 ]
  • [ 185410-84-8 ]
YieldReaction ConditionsOperation in experiment
47% With ammonium formate; trimethylamine In tetrahydrofuran; methanol; dichloromethane; water R.3 Preparation of N-(2,3-dihydro-1H-indole-5-yl)-methansulfonamide REFERENCE EXAMPLE 3 Preparation of N-(2,3-dihydro-1H-indole-5-yl)-methansulfonamide 5-nitroindoline (100 mg, 0.61 mmol) was dissolved in methanol (2 ml) and tetrahydrofuran (2 ml). Ammonium formate (192 mg, 3.05 mmol, 5 equivalent) and palladium/carbon (10%) in a catalytic amount were added at room temperature and refluxed at 40° C. for ten minutes. After completing the reaction, the reacting solution was filtrated through celite and concentrated under reduced pressure. Afterward, water (5 ml) was added to the residue, extracted consecutively 4 times with ethyl acetate (10 ml), dried over anhydrous magnesium sulfate, concentrated under reduced pressure and then dried completely under a high-degree vacuum. The obtained compound, namely (2,3-dihydro-1H-indole-5-yl)-amine, was dissolved in dichloromethane (5 ml). Then, trimethylamine (0.063 ml, 0.45 mmol) was added to be cooled to -20° C. and mesyl chloride (0.035 ml, 0.45 mmol) was added to be stirred for 30 minutes at the same temperature. Water (5 ml) was added to separate dichloromethane solution, dried over anhydrous magnesium sulfate, purified through a flash column chromatography (an eluent: ethyl acetate/n-hexane=2/1, v/v) and then triturated with isooctane. As a result, the present compound (60 mg, productive yield 47%) was obtained as a white solid. 1H-NMR (400 MHz, DMSO-d6) δ2.00 (s, 3H), 3.15 (t, J=8 Hz, 2H), 3.95 (t, J=8 Hz, 2H), 7.25 (d, J=8 Hz, 1H), 7.45-7.60 (m, 4H), 7.80 (s, 1H), 7.95 (d, J=8 Hz, 1H)
  • 12
  • [ 15918-80-6 ]
  • [ 586-96-9 ]
  • N<SUP>1</SUP>-phenyl-1H-indole-1,5-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With benzoic acid In toluene at 110℃; for 2h; Inert atmosphere;
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