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Chemical Structure| 54249-44-4 Chemical Structure| 54249-44-4

Structure of 54249-44-4

Chemical Structure| 54249-44-4

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Ethyl 2-((2-carbamoyl-3-methoxyphenyl)amino)-2-oxoacetate

CAS No.: 54249-44-4

,98%

4.5 *For Research Use Only !

Cat. No.: A1263705 Purity: 98%

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    Product Details of [ 54249-44-4 ]

    CAS No. :54249-44-4
    Formula : C12H14N2O5
    M.W : 266.25
    SMILES Code : O=C(OCC)C(NC1=CC=CC(OC)=C1C(N)=O)=O

    Safety of [ 54249-44-4 ]

    GHS Pictogram:
    Signal Word:Danger
    Hazard Statements:H302-H319-H372-H410
    Precautionary Statements:P260-P264-P273-P301+P312-P305+P351+P338-P314
    Class:9
    UN#:3077
    Packing Group:

    Application In Synthesis of [ 54249-44-4 ]

    * 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 [ 54249-44-4 ]

    [ 54249-44-4 ] Synthesis Path-Downstream   1~1

    • 1
    • [ 1591-38-4 ]
    • [ 4755-77-5 ]
    • [ 54249-44-4 ]
    YieldReaction ConditionsOperation in experiment
    100% With triethylamine; In tetrahydrofuran; at 35℃; for 2h;Cooling with ice; Step 3 (1550) To a solution of <strong>[1591-38-4]2-amino-6-methoxybenzamide</strong> (960 mg, 5.78 mmol) and triethylamine (701 mg, 6.93 mol) in THF (20 mL) was added dropwise ethyl chloroglyoxylate (868 mg, 6.36 mmol) under ice-cooling, and the mixture was stirred at room temperature for 2 hrs. The reaction mixture was diluted with ethyl acetate, the mixture was washed with water and saturated brine, dried over sodium sulfate and concentrated under reduced pressure. The obtained concentrated residue was washed with ethanol, ethyl ((2-(aminocarbonyl)-3-methoxyphenyl)amino)(oxo)acetate to give a yellow powder (1.56 g, 100%).
    EXAMPLE 34 2'-Carbamoyl-3'-methoxyoxanilic acid ethyl ester. 100/94 6-Amino-o-anisamide (8.75 g, 0.0527 mole) is condensed with 6.2 ml (0.0554 mole) of ethyl oxalyl chloride in a manner similar to example 3, giving 8.35 g of the title compound, m.p. 170-173 C., after crystallization from ethanol. Elemental Analysis for C12 H14 N2 O5: Calc'd: C, 54.13; H, 5.30; N, 10.52. Found: C, 54.36; H, 5.20; N, 10.66.
    EXAMPLE 18 2'-Carbamoyl-3'-methoxyoxanilic acid ethyl ester. 100/94. 6-Amino-o-anisamide (8.75 g., 0.0527 mole) is condensed with 6.2 ml. (0.0554 mole) of ethyl oxalyl chloride in a manner similar to example 12, giving 8.35 g. of the title compound, m.p. 170-173 C., after crystallization from ethanol. Elemental Analysis for C12 H14 N2 O5: Calc'd: C, 54.13; H, 5.30; N, 10.52. Found: C, 54.36; H, 5.20; N, 10.66.
    EXAMPLE 18 2'-Carbamoyl-3'-methoxyoxanilic acid ethyl ester. 100/94 6-Amino-o-anisamide (8.75 g., 0.0527 mole) is condensed with 6.2 ml. (0.0554 mole) of ethyl oxalyl chloride in a manner similar to example 12, giving 8.35 g. of the title compound, m.p. 170-173 C., after crystallization from ethanol. Elemental Analysis for C12 H14 N2 O5: Calc'd: C, 54.13; H, 5.30; N, 10.52: Found: C, 54.36; H, 5.20; N, 10.66.
    EXAMPLE 18 2'-Carbamyl-3'-methoxyoxanilic acid ethyl ester. 100/94. 6-Amino-o-anisamide (8.75 g., 0.0527 mole) is condensed with 6.2 ml. (0.0554 mole) of ethyl oxalyl chloride in a manner similar to example 12, giving 8.35 g. of the title compound, m.p. 170-173 C., after crystallization from ethanol. Elemental Analysis for C12 H14 N2 O5: Calc'd: C, 54.13; H, 5.30; N, 10.52. Found: C, 54.36; H, 5.20; N, 10.66.
    EXAMPLE 34 2'-Carbamoyl-3'-methoxyoxanilic acid ethyl ester. 100/94 6-Amino-o-anisamide (8.75 g, 0.0527 mole) is condensed with 6.2 ml (0.0554 mole) of ethyl oxalyl chloride in a manner similar to example 3, giving 8.35 g of the title compound, m.p. 170-173C., after crystallization from ethanol. Elemental Analysis for C12 H14 N2 O5: Calc'd: C, 54.13; H, 5.30; N, 10.52. Found: C, 54.36; H, 5.20; N, 10.66.
    In pyridine; dichloromethane; EXAMPLE 1 [2-(aminocarbonyl)-3-methoxyphenylamino]oxoacetic acid ethyl ester 6-Amino-o-anisamide(8.75 g.) is condensed with 6.2 ml. of ethyl oxalyl chloride in 100 ml. methylene chloride in the presence of 9.6 ml. of pyridine at 10 C. Aqueous work-up and evaporation of the methylene chloride followed by recrystallization from ethanol gives the title compound, m.p. 170-173 C. Anal. Calcd. for C12 H14 N2 O5: C, 54.13; H, 5.30; N, 10.52. Found: C, 54.36; H, 5.20; N, 10.66. Potency: 12.5 mg/kg.

     

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