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[ CAS No. 863453-76-3 ] {[proInfo.proName]}

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Chemical Structure| 863453-76-3
Chemical Structure| 863453-76-3
Structure of 863453-76-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 863453-76-3 ]

CAS No. :863453-76-3 MDL No. :MFCD17432990
Formula : C12H17N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :DUGUFBRTAQGQJO-UHFFFAOYSA-N
M.W : 235.28 Pubchem ID :58598908
Synonyms :

Safety of [ 863453-76-3 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501 UN#:
Hazard Statements:H302-H312-H332 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 863453-76-3 ]

* 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 [ 863453-76-3 ]

[ 863453-76-3 ] Synthesis Path-Downstream   1~10

  • 2
  • [ 863453-76-3 ]
  • [ 863453-84-3 ]
YieldReaction ConditionsOperation in experiment
71% With hydrazine In ethanol at 65℃; for 1h; 327.2 Step 2: N-(2-Pyrrolidin-1-yl-ethyl)-benzene-1,4-diamine.; A 25 mL round bottom flask was charged with (4-Nitro-phenyl)-(2-pyrrolidin-1-yl-ethyl)-amine (0.352 g, 1.50 mmol mmol) and EtOH (5 mL). Hydrazine Hydrate (0.326 mL, 10.5 mmol) was then added to the solution. Excess RaNi was then added in dropwise until gas evolution ceased. The suspension was then allowed to stir for an additional 1 h at 65° C. The suspension was cooled to room temperature and then was filtered over celite. The celite was washed with MeOH (20 mL) and the combined organic solutions were then concentrated in vacuo affording pure N-(2-Pyrrolidin-1-yl-ethyl)-benzene-1,4-diamine as a light purple oil (0.219 g, 1.07 mmol, 71% yield).
125 mg With hydrazine hydrate Heating;
  • 3
  • [ 123-75-1 ]
  • [ 5198-52-7 ]
  • [ 863453-76-3 ]
  • 2-(4-nitrophenylamino)ethyl pyrrolidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 57% 2: 102 mg In dimethyl sulfoxide at 110℃; for 24h;
  • 4
  • [ 60480-06-0 ]
  • [ 863453-76-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 2.80 g / acetonitrile / 12 h / 80 °C 2: 57 percent / dimethylsulfoxide / 24 h / 110 °C
  • 5
  • [ 100-01-6 ]
  • [ 863453-76-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: K2CO3 / acetonitrile / 2 h / 20 °C 2: 2.80 g / acetonitrile / 12 h / 80 °C 3: 57 percent / dimethylsulfoxide / 24 h / 110 °C
  • 6
  • [ 863453-76-3 ]
  • <i>N</i>-(2,3-dimethyl-quinolin-4-yl)-<i>N</i>'-(2-pyrrolidin-1-yl-ethyl)-benzene-1,4-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 125 mg / hydrazine hydrate / Pd/C / Heating 2: 96 percent / aq. HCl / methanol / 0.25 h / 120 °C / microwave irradiation
  • 8
  • [ 100-00-5 ]
  • [ 863453-76-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 36 percent / 3 h / 40 °C 2: TEA / CH2Cl2 / 0.5 h / 0 - 20 °C 3: 86 percent / TEA; DBU / CH2Cl2 / 70 h
  • 9
  • [ 7154-73-6 ]
  • [ 350-46-9 ]
  • [ 863453-76-3 ]
YieldReaction ConditionsOperation in experiment
85% With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 105℃; for 48h; 327.1 The N-(2-Pyrrolidin-1-yl-ethyl)-benzene-1,4-diamine is prepared from p-fluoronitrobenzene by using the following multiple step procedure: Step 1: (4-Nitro-phenyl)-(2-pyrrolidin-1-yl-ethyl)-amine.; A 50 mL round bottom flask was dried in an oven overnight and cooled to room temperature under Ar(g). The flask was charged with fluoronitrobenzene (0.187 mL, 1.77 mmol), 2-Pyrrolidin-1-yl-ethylamine (0.201 g, 2.30 mmol) and dioxane (9.0 mL). To the solution, diispropyl ethyl amine (0.463 mL, 2.66 mmol) was added dropwise and allowed to stir at 105° C. for 48 h. The mixture was extracted with EtOAc (3×30 mL), and with brine (2×30 mL). The combined organic layers were then dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude mixture was then purified over silica (10% MeOH/90% CHCl3) affording (4-Nitro-phenyl)-(2-pyrrolidin-1-yl-ethyl)-amine as a yellow solid (0.352 g, 1.50 mmol, 85% yield).
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 60℃; for 8h; 6.1 2 g of para-fluoronitrobenzene were added to a solution of 20 ml of N-methyl-pyrrolidinone, 1.94 g of 2-(1-pyrrolidino)ethylamine and 2.35 g of K2CO3. The reaction medium was heated at 60° C. for 8 hours and, after cooling to room temperature, was then poured into a water and ice mixture. The yellow precipitate formed was filtered off, reslurried in water and then dried over P2O5. 2.5 g of N-(3-pyrrolidin-1-ylethyl)-4-nitro-1-aminobenzene (15) were obtained.
  • 10
  • [ 863453-76-3 ]
  • N1-(2-pyrrolidin-1-ylethyl)benzene-1,4-diamine dihydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
With ammonium chloride; zinc In ethanol; water Heating / reflux; 6.2 The N-(3-pyrrolidin-1-ylethyl)-4-nitro-1-aminobenzene (15) obtained above was reduced with a boiling zinc/ammonium chloride/water/ethanol mixture. The corresponding amine was isolated in dihydrochloride form. The proton NMR and mass spectra were in accordance with the expected structure of the product.
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