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[ CAS No. 15351-42-5 ]

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Chemical Structure| 15351-42-5
Chemical Structure| 15351-42-5
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Product Details of [ 15351-42-5 ]

CAS No. :15351-42-5 MDL No. :MFCD00655993
Formula : C14H10N2O2 Boiling Point : 266°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :238.24 g/mol Pubchem ID :289470
Synonyms :

Safety of [ 15351-42-5 ]

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 [ 15351-42-5 ]

  • Downstream synthetic route of [ 15351-42-5 ]

[ 15351-42-5 ] Synthesis Path-Downstream   1~17

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YieldReaction ConditionsOperation in experiment
81% With sodium hydride; In tetrahydrofuran; mineral oil; at 25 - 30℃; for 76.5h;Inert atmosphere; Methyl anthranilate (45.3 g, 0.30 mol) was dissolved in THF (450 mL) under an atmosphere of dry nitrogen. Sodium hydride (19.3 g, 60% in oil) was then intermittently added over 0.5 h to the stirred mixture at 30 C. This mixture was worked-up after 76 h at 25-30 C by addition of water (1.5 L), filtration and acidification with acetic acid gave a precipitate of the title compound (28.9 g, 81%), which was collected after 1 h at room temperature, mp 344 C (lit.31 mp 333 C); IR numax: 3035, 1654, 1640, 1603, 1378, 1262, 783, 752, 609, 535 cm-1; 1H NMR (DMSO-d6): 7.1-7.4 (m, 8H), 10.2 (s, 2H, NH); 13C NMR (DMSO-d6): 125.7 (d), 127.3 (d), 128.2 (d), 130.5 (d), 133.6 (s), 134.8 (s), 169.3 (s).
75% With sodium hydride; In tetrahydrofuran; at 50℃; for 48.0h; After 20 g (0.13 mol) of methyl 2-aminobenzoate was put into a 500 mL of flask and then dissolved with THF, 6 g (0.26 mol) of sodium hydride was added thereto. The resulting mixture was stirred at about 50 C. for about 48 hours, 0.1M HC1 was added thereto to terminate the reaction, followed by extraction with dichlorimethane. The resulting organic layer was separated, and dried under reduced pressure to remove the solvent. The residue was washed with water and methanol, and dried for about 24 hours to obtain 23 g of Intermediate 18-(1) (Yield: 75%).
68.6% With sodium hydride; In tetrahydrofuran; mineral oil; for 72.0h;Inert atmosphere; Reflux; under an inert atmosphere, neck round bottom flask (14.0g, 0.4mol, 68%) NaH, 180mL anhydrous THF.At room temperature, was slowly added dropwise a solution of 30.2g (0.2mol) 2- aminobenzoate of 150mLTHF, under magnetic stirring at reflux temperature for 3 days and cooled to room temperature.The mixture was then slowly poured into 500mL0.1mol / L hydrochloric acid solution in ice water.A large number of precipitate was filtered, washed, and dried to give the crude product (Compound M-1-i).Purified by recrystallization pale yellow crystalline product 10.4g, a yield of 68.6%.
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