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[ CAS No. 5873-00-7 ] {[proInfo.proName]}

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Chemical Structure| 5873-00-7
Chemical Structure| 5873-00-7
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Product Details of [ 5873-00-7 ]

CAS No. :5873-00-7 MDL No. :MFCD09754189
Formula : C9H8N2O Boiling Point : -
Linear Structure Formula :- InChI Key :KWMUSDDZNYHIBR-UHFFFAOYSA-N
M.W : 160.17 Pubchem ID :10103424
Synonyms :

Safety of [ 5873-00-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P305+P351+P338 UN#:
Hazard Statements:H302+H312+H332-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 5873-00-7 ]

* 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 [ 5873-00-7 ]

[ 5873-00-7 ] Synthesis Path-Downstream   1~17

  • 1
  • [ 75-21-8 ]
  • [ 5873-00-7 ]
  • [ 1027268-38-7 ]
YieldReaction ConditionsOperation in experiment
40% With acetic acid for 24h; Ambient temperature;
  • 2
  • [ 5873-00-7 ]
  • [ 939-26-4 ]
  • [ 143708-21-8 ]
YieldReaction ConditionsOperation in experiment
42% With N-ethyl-N,N-diisopropylamine In acetonitrile for 20h; Heating;
  • 4
  • 3-β-pyridyl-2(1H)-quinolone [ No CAS ]
  • [ 5873-00-7 ]
YieldReaction ConditionsOperation in experiment
51% With ammonium hydroxide In ethanol at 180℃; for 3h;
YieldReaction ConditionsOperation in experiment
3-Nitro-chinolin-2-ol, Hydrierung an Platin;
3-Nitro-chinolin-2-ol, Zink/Ammoniumchlorid, wss.A.;
/BRN= 482300/, HCl;
3-(2-Nitro-phenyl)-2-hydroxyimino-propionsaeure-ethylester, Palladium/Kohle, Hydrierung in A., neben Indol-2-carbonsaeure-ethylester;

  • 6
  • [ 6635-81-0 ]
  • [ 5873-00-7 ]
YieldReaction ConditionsOperation in experiment
92.4% With sodium hydroxide; water In ethanol at 80℃; for 48h;
  • 7
  • [ 552-89-6 ]
  • [ 5873-00-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 91.05 percent / acetic anhydride; pyridine / 0.25 h / 75 °C 2: 93.53 percent / H2 / 5 percent Pd/C / ethyl acetate / 0.25 h / 20 °C / 3102.89 Torr 3: 80.16 percent / acetone / 72 h / Irradiation 4: 92.4 percent / NaOH; water / ethanol / 48 h / 80 °C
  • 8
  • 4-(2-aminobenzylidene)-2-phenyl-1,3-oxazol-5-one [ No CAS ]
  • [ 5873-00-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 80.16 percent / acetone / 72 h / Irradiation 2: 92.4 percent / NaOH; water / ethanol / 48 h / 80 °C
  • 9
  • 4-(2-nitrobenzylidene)-2-phenyl-1,3-oxazol-5-one [ No CAS ]
  • [ 5873-00-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 93.53 percent / H2 / 5 percent Pd/C / ethyl acetate / 0.25 h / 20 °C / 3102.89 Torr 2: 80.16 percent / acetone / 72 h / Irradiation 3: 92.4 percent / NaOH; water / ethanol / 48 h / 80 °C
  • 10
  • [ 5344-90-1 ]
  • [ 5873-00-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 86 percent / MnO2 / CH2Cl2 / 15 h / Ambient temperature 2: 42 percent / piperidine / xylene / 1 h / Heating 3: 95 percent / H2 / 10percent Pd/C / methanol / 2 h / Ambient temperature
  • 11
  • [ 5873-00-7 ]
  • 4-(2-chloroethyl)-2,3-dihydro<1,4>oxazino<2,3-b>quinoline hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 40 percent / aq. CH3COOH / 24 h / Ambient temperature 2: 75 percent / SOCl2 / CH2Cl2 / 10 h / Ambient temperature
  • 12
  • [ 529-23-7 ]
  • [ 5873-00-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 42 percent / piperidine / xylene / 1 h / Heating 2: 95 percent / H2 / 10percent Pd/C / methanol / 2 h / Ambient temperature
  • 13
  • [ 939-16-2 ]
  • [ 5873-00-7 ]
YieldReaction ConditionsOperation in experiment
50% With sodium azide; copper; pipecolic Acid; ascorbic acid In ethanol at 100℃; Inert atmosphere; Sealed tube;
Multi-step reaction with 2 steps 1: 2.2 percent / tetrakis(triphenylphosphine)palladium / tetrahydrofuran / 72 h / Heating 2: 51 percent / 33percent aq. NH4OH / aq. ethanol / 3 h / 180 °C
  • 14
  • [ 529-23-7 ]
  • [ 5873-00-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 10 percent / dimethylformamide / 70 °C 2: 82 percent / H2 / 5percent Pd/C / methanol / 2 h / 760 Torr / Ambient temperature
  • 15
  • [ 5873-00-7 ]
  • [ 218608-98-1 ]
  • [ 872322-72-0 ]
YieldReaction ConditionsOperation in experiment
79% With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In tetrahydrofuran; at 20℃; Intermediate 22: tert-Butyl f(IR)-I-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2- dihydroauinolin-3-yl)aminolnropyl(at)carbamate; A mixture of (R)-3-tert-butoxycarbonylamino-4-(2-fluorophenyl)butanoic acid (89 mg, 0.3 mmol), 4-methylmorpholine (61 mg, 0.6 mmol) and 3-aminoquinolin-2 (1H)-one Juarez- Gordiano et al. Synth Commun 2002, 32 (19), 2959-2963] (48.9 mg, 0.3 mmol) in THF( 5 ml) was treated with DMTMM (83 mg, 0.3 mmol). The mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure. The mixture was extracted with Et20 and washed successively with 1M hydrochloric acid, aqueous sodium bicarbonate and brine. The organic solution was dried (MgS04) and concentrated under reduced pressure to give tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2-dihydroquinolin-3- yl) amino]propyl}carbamate as a solid (104 mg, 79%) ; MS 462 (M+Na)+.
  • 16
  • [ 5873-00-7 ]
  • [ 1885-14-9 ]
  • 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
0.32 g (35%) With sodium hydroxide In 1,4-dioxane; methanol; water 49.a Example 49 a. 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one. To a solution containing 0.5 g (3.10 mmol) of 3-amino-quinoline-2-(1H)-one described by Anderson, et. al. (J. Heterocyclic Chem., 30:1533 (1993)) in 40 mL, of dioxane under a nitrogen atmosphere was added 0.14 g (3.4 mmol) of sodium hydroxide in 14 ml, of water. The reaction mixture was cooled to 0° C., followed by the addition of 0.50 mL (3.4 mmol) of benzylchloroformate. The pH of the reaction was maintained above 8.0 with additional 1 N sodium hydroxide. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was diluted with methylene chloride and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 2% methanol/dichloromethane afforded 0.32 g (35%) of product as a white solid. FAB MS [M+H] m/z; Calcd: 295, Found: 295
0.32 g (35%) With sodium hydroxide In 1,4-dioxane; methanol; water 48.a (CE-2108) 3-[(Benzyloxycarbonyl)amino]-quinolin-2-one-N-[1-(2-[5-(3-methybenzyl)-1,3,4-oxadiazolyl]carbonyl)-2-(S)-methylpropyl]acetamide a. 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one. To a solution containing 0.5 g (3.10 mmol) of 3-amino-quinolin-2-(1H)-one described by Anderson, et al. (J. Heterocyclic Chem., 193, 30, 1533) in 40 mL of dioxane under a nitrogen atmosphere was added 0.14 g (3.4 mmol) of sodium hydroxide in 14 mL of water. The reaction mixture was cooled to 0° C., followed by the addition of 0.50 mL (3.4 mmol) of benzylchloroformate. The pH of the reaction was maintained above 8.0 with additional I N sodium hydroxide. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was diluted with methylene chloride and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 2% methanol/dichloromethane afforded 0.32 g (35%) of product as a white solid. FAB MS [M+H] m/z; Calcd: 295, Found: 295
0.32 g (35%) With sodium hydroxide In 1,4-dioxane; methanol; water 6.a 3-[(Benzyloxycarbonyl)amino]-quinolin-2-one-N-›1-(2-[5-(3-methybenzyl)-1,3,4-oxadiazolyl][carbonyl)-2-(S)-methylpropyl]acetamide. a. 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one. To a solution containing 0.5 g (3.10 mmol) of 3-amino-quinolin-2-(1H)-one described by Anderson, et. al. (J Heterocyclic Chem., 1993, 30, 1533) in 40 mL of dioxane under a nitrogen atmosphere was added 0.14 g (3.4 mmol) of sodium hydroxide in 14 mL of water. The reaction mixture was cooled to 0° C., followed by the addition of 0.50 mL (3.4 mmol) of benzylchloroformate. The pH of the reaction was maintained above 8.0 with additional 1N sodium hydroxide. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was diluted with methylene chloride and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 2% methanol/dichloromethane afforded 0.32 g (35%) of product as a white solid. FAB MS [M+H] m/z; Calcd: 295, Found: 295
0.32 g (35%) With sodium hydroxide In 1,4-dioxane; methanol; water 49.a (CE-2108) 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one-N-[1-(2-[5-(3-methybenzyl)-1,3,4-oxadiazolyl] carbonyl)-2-(S)-methylpropyl]acetamide. a. 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one. To a solution containing 0.5 g (3.10 mmol) of 3-amino-quinoline-2-(1H)-one described by Anderson, et. al. (J. Heterocyclic Chem., 30:1533 (1993)) in 40 mL of dioxane under a nitrogen atmosphere was added 0.14 g (3.4 mmol) of sodium hydroxide in 14 mL of water. The reaction mixture was cooled to 0° C., followed by the addition of 0.50 mL (3.4 mmol) of benzylchloroformate. The pH of the reaction was maintained above 8.0 with additional 1 N sodium hydroxide. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was diluted with methylene chloride and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 2% methanol/dichloromethane afforded 0.32 g (35%) of product as a white solid. FAB MS [M+H] m/z; Calcd: 295, Found: 295
0.32 g (35%) With sodium hydroxide In 1,4-dioxane; methanol; water 49.a (CE-2108) 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one-N-[1-(2-[5-(3-methybenzyl)-1,3,4-oxadiazolyl]carbonyl)-2-(S)-methylpropyl]acetamide. a. 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one. To a solution containing 0.5 g (3.10 mmol) of 3-amino-quinoline-2-(1H)-one described by Anderson, et. al. (J. Heterocyclic Chem., 30:1533 (1993)) in 40 mL of dioxane under a nitrogen atmosphere was added 0.14 g (3.4 mmol) of sodium hydroxide in 14 mL of water. The reaction mixture was cooled to 0° C., followed by the addition of 0.50 mL (3.4 mmol) of benzylchloroformate. The pH of the reaction was maintained above 8.0 with additional 1 N sodium hydroxide. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was diluted with methylene chloride and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 2% methanol/dichloromethane afforded 0.32 g (35%) of product as a white solid. FAB MS [M+H] m/z; Calcd: 295, Found: 295
0.32 g (35%) With sodium hydroxide In 1,4-dioxane; methanol; water 49.a EXAMPLE 49 a. 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one. To a solution containing 0.5 g (3.10 mmol) of 3-amino-quinoline-2-(1H)-one described by Anderson, et. al. (J. Heterocyclic Chem., 30: 1533 (1993)) in 40 mL of dioxane under a nitrogen atmosphere was added 0.14 g (3.4 mmol) of sodium hydroxide in 14 mL of water. The reaction mixture was cooled to 0° C., followed by the addition of 0.50 mL (3.4 mmol) of benzylchloroformate. The pH of the reaction was maintained above 8.0 with additional 1 N sodium hydroxide. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was diluted with methylene chloride and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 2% methanol/dichloromethane afforded 0.32 g (35%) of product as a white solid. FAB MS [M+H]m/z; Calcd: 295, Found: 295
0.32 g (35%) With sodium hydroxide In 1,4-dioxane; methanol; water 49.a Example 49 a. 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one. To a solution containing 0.5 g (3.10 mmol) of 3-amino-quinoline-2-(1H)-one described by Anderson, et. al. (J. Heterocyclic Chem., 30:1533 (1993)) in 40 mL of dioxane under a nitrogen atmosphere was added 0.14 g (3.4 mmol) of sodium hydroxide in 14 mL of water. The reaction mixture was cooled to 0° C., followed by the addition of 0.50 mL (3.4 mmol) of benzylchloroformate. The pH of the reaction was maintained above 8.0 with additional 1 N sodium hydroxide. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was diluted with methylene chloride and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 2% methanol/dichloromethane afforded 0.32 g (35%) of product as a white solid. FAB MS [M+H] m/z; Calcd: 295, Found: 295 b.
0.32 g (35%) With sodium hydroxide In 1,4-dioxane; methanol; water 48.a a. a. 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one To a solution containing 0.5 g (3.10 mmol) of 3-amino-quinolin-2-(1H)-one described by Anderson, et. al. (J. Heterocyclic Chem., 1993, 30, 1533) in 40 mL of dioxane under a nitrogen atmosphere was added 0.14 g (3.4 mmol) of sodium hydroxide in 14 mL of water. The reaction mixture was cooled to 0° C., followed by the addition of 0.50 mL (3.4 mmol) of benzylchloroformate. The pH of the reaction was maintained above 8.0 with additional 1N sodium hydroxide. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was diluted with methylene chloride and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 2% methanol/dichloromethane afforded 0.32 g (35%) of product as a white solid. FAB MS [M+H] m/z; Calcd: 295, Found: 295.
0.32 g (35%) With sodium hydroxide In 1,4-dioxane; methanol; water 47.a a. a. 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one To a solution containing 0.5 g (3.10 mmol) of 3-amino-quinolin-2-(1H)-one described by Anderson, et. al. (J. Heterocyclic Chem., 1993, 30, 1533) in 40 mL of dioxane under a nitrogen atmosphere was added 0.14 g (3.4 mmol) of sodium hydroxide in 14 mL of water. The reaction mixture was cooled to 0° C., followed by the addition of 0.50 mL (3.4 mmol) of benzylchloroformate. The pH of the reaction was maintained above 8.0 with additional 1N sodium hydroxide. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was diluted with methylene chloride and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 2% methanol/dichloromethane afforded 0.32 g (35%) of product as a white solid. FAB MS [M+H]m/z; Calcd: 295, Found: 295
0.32 g (35%) With sodium hydroxide In 1,4-dioxane; methanol; water 48.a a. a. 3-[(Benzyloxycarbonyl)amino]-quinoline-2-one To a solution containing 0.5 g (3.10 mmol) of 3-amino-quinolin-2-(1H)-one described by Anderson, et. al. (J Heterocyclic Chem., 1993, 30, 1533) in 40 mL of dioxane under a nitrogen atmosphere was added 0.14 g (3.4 mmol) of sodium hydroxide in 14 mL of water. The reaction mixture was cooled to 0° C., followed by the addition of 0.50 mL (3.4 mmol) of benzylchloroformate. The pH of the reaction was maintained above 8.0 with additional I N sodium hydroxide. The reaction was allowed to warm to room temperature and stirred for 2 hours. The reaction was diluted with methylene chloride and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent under reduced pressure and column chromatography of the residue on silica gel with 2% methanol/dichloromethane afforded 0.32 g (35%) of product as a white solid. FAB MS [M+H] m/z; Calcd: 295, Found: 295

  • 17
  • [ 5873-00-7 ]
  • [ 218608-98-1 ]
  • (3R)-3-amino-4-(2-fluorophenyl)-N-(2-oxo-1,2-dihydroquinolin-3-yl)butanamide hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride / tetrahydrofuran / 20 °C 2: hydrogenchloride / 1,4-dioxane / 20 °C
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