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[ CAS No. 2486-75-1 ]

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Chemical Structure| 2486-75-1
Chemical Structure| 2486-75-1
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Product Details of [ 2486-75-1 ]

CAS No. :2486-75-1 MDL No. :MFCD06656133
Formula : C8H9NO2 Boiling Point : 377.2°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :151.16 g/mol Pubchem ID :241632
Synonyms :

Safety of [ 2486-75-1 ]

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

Application In Synthesis of [ 2486-75-1 ]

  • Upstream synthesis route of [ 2486-75-1 ]
  • Downstream synthetic route of [ 2486-75-1 ]

[ 2486-75-1 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 2486-75-1 ]
  • [ 1975-51-5 ]
Reference: [1] Angewandte Chemie - International Edition, 2006, vol. 45, # 47, p. 8016 - 8018
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  • [ 2486-75-1 ]
  • [ 578-39-2 ]
Reference: [1] Chemische Berichte, 1884, vol. 17, p. 161
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  • [ 2486-75-1 ]
  • [ 7782-77-6 ]
  • [ 578-39-2 ]
Reference: [1] Chemische Berichte, 1884, vol. 17, p. 161
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  • [ 67-56-1 ]
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  • [ 6933-47-7 ]
YieldReaction ConditionsOperation in experiment
85% With hydrogenchloride In waterReflux Step 1.
Synthesis of methyl 4-amino-2-methylbenzoate
To a solution of 4-amino-2-methylbenzoic acid (1.00 g, 6.60 mmol) in 18 mL of methanol was treated concentrated HCl (2.30 mL, 27.6 mmol) in one portion at r.t.
The reaction mixture was refluxed overnight then directly concentrated to give a crude product, which was partitioned between ethyl acetate (50 mL) and saturated NaHCO3(aq) (20 mL).
The organic layer was washed with brine (10 mL), dried over MgSO4 and concentrated to give the desired product (930 mg, 85percent).
1H NMR (CDCl3, 400 MHz) δ 7.83-7.80 (m, 1H), 6.51-6.48 (m, 2H), 4.15 (br s, 2H), 3.83 (s, 3H), 2.55 (s, 3H).
Reference: [1] Patent: US2017/253569, 2017, A1, . Location in patent: Paragraph 0175-0176
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  • [ 1975-51-5 ]
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YieldReaction ConditionsOperation in experiment
98% With 5%-palladium/activated carbon; hydrogen In ethanolFlow reactor General procedure: Before each run, the system (see Fig.4) was allowed to equilibrate by pumping solvent through for 30min with the Tube-in-Tube device at 16bar of hydrogen. An omnifit cartridge (20.0mm OD, 15.0mm ID) containing 1g of Pd-C catalyst was used. To avoid an overpressure of the system in the event of blockage, the upper pressure cut-off limit on the Knauer pump was set to 25bar. With the injection loop disconnected from the flow line, the loop was opened and filled manually (using a syringe) with 3.6mL of a 0.076M solution of starting material in ethanol (excess starting material solution exiting the loop was recovered for reuse). The injection loop was then closed off and switched into the flow stream. The outlet from the system (downstream of the back-pressure regulator) was collected for 120min. The solvent was removed under reduced pressure (using a rotary evaporator followed by a 2-stage rotary vane pump) to afford the product.
Reference: [1] Tetrahedron, 2018, vol. 74, # 47, p. 6795 - 6803
[2] Chemische Berichte, 1884, vol. 17, p. 161
[3] Patent: US2012/46467, 2012, A1, . Location in patent: Page/Page column 26
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  • [ 67081-02-1 ]
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Reference: [1] Chemische Berichte, 1885, vol. 18, p. 3452
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  • [ 7647-01-0 ]
  • [ 103204-69-9 ]
  • [ 2486-75-1 ]
Reference: [1] Archiv der Pharmazie (Weinheim, Germany), 1926, vol. 264, p. 447
[2] Chem. Zentralbl., 1912, vol. 83, # I, p. 136
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