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[ CAS No. 56222-08-3 ]

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2D
Chemical Structure| 56222-08-3
Chemical Structure| 56222-08-3
Structure of 56222-08-3 *Storage: {[proInfo.prStorage]}

Quality Control of [ 56222-08-3 ]

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Related Doc. of [ 56222-08-3 ]

SDS

Product Details of [ 56222-08-3 ]

CAS No. :56222-08-3MDL No. :MFCD04039891
Formula :C8H10N2O2Boiling Point :251.4°C at 760 mmHg
Linear Structure Formula :-InChI Key :WGILVXQNSFDASI-UHFFFAOYSA-N
M.W :166.18Pubchem ID :409438
Synonyms :

Computed Properties of [ 56222-08-3 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 56222-08-3 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 56222-08-3 ]

  • Downstream synthetic route of [ 56222-08-3 ]

[ 56222-08-3 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 74-89-5 ]
  • [ 552-89-6 ]
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YieldReaction ConditionsOperation in experiment
84% General procedure: The desired nitro-substituted benzaldehyde (1 eq, 13.2 mmol, 2.0 g), methylamine (40% watersolution, 1.1 eq, 14.5 mmol, 0.95 mL) and molecular sieves (3A, 100 mg) were introduced in a screw cap vialand the mixture was heated at 80C for 24h. After cooling to RT, the mixture was diluted with chloroform (3mL) and filtered. The solvent was removed by rotary evaporation and the crude obtained was redissolved inmethanol (30 mL) and cooled to 0 C. NaBH4 (1.1 eq, 14.5 mmol, 550 mg) was added in three portions andthe resultant mixture allowed warming to RT and reacting for 24 h. The mixture was then quenched with aq.NH4OH 5% (10 mL) and the solvent was concentrated by rotary evaporation. The obtained aqueous layer wasextracted with CH2Cl2 (3 x 10 mL). The combined organic extracts were dried over Na2SO4, filtered and thefiltrate was concentrated by rotary evaporation. The residue was purified by silica gel flash chromatographyor distillation under vacuum to give the title compound.
81% To a stirred solution of 2-nitrobenzaldehyde (10 g, 66.23 mmol) in methanol (200 mL) was added methylamine (8.0 mL, 33% solution in methanol). The reaction mixture was stirred at room temperature for 30 mm and then cooled to 0 C. Sodium borohydride(1.26 g, 33.11 mmol) was added portion-wise and the reaction mixture was left to warm to room temperature and stirred at room temperature for 1 h. The reaction was then quenched with ice water (300 mL) and methanol. The resulting mixture was extracted with DCM (2 x 500 mL) and the combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound (8.90 g,81%).
81% Step 32-1-Preparation of N-Methyl-1-(2-nitrophenyl)methanamine To a stirred solution of 2-nitrobenzaldehyde (10 g, 66.23 mmol) in methanol (200 mL) was added methylamine (8.0 mL, 33% solution in methanol). The reaction mixture was stirred at room temperature for 30 min and then cooled to 0 C. Sodium borohydride (1.26 g, 33.11 mmol) was added portion-wise and the reaction mixture was left to warm to room temperature and stirred at room temperature for 1 h. The reaction was then quenched with ice water (300 mL) and methanol. The resulting mixture was extracted with DCM (2*500 mL) and the combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound (8.90 g, 81%).
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  • [ 51019-44-4 ]
  • [ 620598-73-4 ]
  • 4
  • [ 57707-11-6 ]
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YieldReaction ConditionsOperation in experiment
With sodium tetrahydroborate; at 0℃; General procedure: As a general procedure, to a solution of 1 (10 mmol) in 10 ml of methanol was added the primary amine (10 mmol) and heated at reflux for 2 h. The mixture was cooled at 0C and NaBH4 (10 mmol) was added, stirred for 2-24 h and evaporated. The resulting solid was dissolved in CH2Cl2 (10 ml), washed with water (5 ml), dried over sodium sulfate and the solvent was removed under reduced pressure to afford the N-substituted-2-nitrobencylamine that was used without further purification.
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  • [ 775542-30-8 ]
  • 10
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  • [ 4838-00-0 ]
Historical Records

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