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[ CAS No. 248282-01-1 ]

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 248282-01-1
Chemical Structure| 248282-01-1
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Product Details of [ 248282-01-1 ]

CAS No. :248282-01-1 MDL No. :MFCD18633277
Formula : C21H22N2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :350.41 g/mol Pubchem ID :54684617
Synonyms :

1. Paquinimod

Safety of [ 248282-01-1 ]

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 [ 248282-01-1 ]

  • Upstream synthesis route of [ 248282-01-1 ]
  • Downstream synthetic route of [ 248282-01-1 ]

[ 248282-01-1 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 103-69-5 ]
  • [ 248282-01-1 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 8, p. 2075 - 2088
  • 2
  • [ 1354639-60-3 ]
  • [ 103-69-5 ]
  • [ 248282-01-1 ]
YieldReaction ConditionsOperation in experiment
93% for 2 h; Reflux; Molecular sieve A mixture of 4 (5.00 g) and N-ethylaniline (4.7 g) in n-heptane (200 mL) was refluxed in a Soxhlet extraction apparatus (Figure 1) containing 4A molecular sieves (22.9 g). The reflux was stopped after 2.0 hours and the mixture was cooled to room temperature. The crystalline suspension was filtered. The precipitate was washed with n-heptane and dried in vacuum to furnish 5.53 g (82 percent) of N-ethyl-N-phenyl-5-ethyl-l,2-dihydro-4-hydroxy-l-methyl-2-oxo- quinoline-3-carboxamide (A). 1 H-NMR analysis on the isolated product revealed 2percent remaining ester. 1 H-NMR (d-DMSO), all broad peaks; 11.1 (1H), 7.41 (1H), 7.29 (2H), 7.21 (3H), 7.14 (1H), 6.96 (1H), 3.80 (2H), 3.42 (3H), 3.08 (2H), 1.07 (3H), 1.06 (3H).When the same reaction was performed by the traditional distillation from n-heptane (Entry 22) during 2 hours according to prior art US patent No. 6,875,869 the product was isolated in 85 percent yield (based on compound A) and found by 1H-NMR to be a mixture of compound A (75 molpercent) and the ester used as starting material (25 molpercent).
Reference: [1] Patent: WO2012/4338, 2012, A1, . Location in patent: Page/Page column 13; 15
  • 3
  • [ 34934-06-0 ]
  • [ 248282-01-1 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 8, p. 2075 - 2088
[2] Patent: WO2012/4338, 2012, A1,
  • 4
  • [ 66232-56-2 ]
  • [ 248282-01-1 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 8, p. 2075 - 2088
[2] Patent: WO2012/4338, 2012, A1,
  • 5
  • [ 675574-87-5 ]
  • [ 248282-01-1 ]
Reference: [1] Journal of Medicinal Chemistry, 2004, vol. 47, # 8, p. 2075 - 2088
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