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CAS No. : | 622-58-2 | MDL No. : | MFCD00002029 |
Formula : | C8H7NO | Boiling Point : | - |
Linear Structure Formula : | CH3(C6H4)NCO | InChI Key : | MGYGFNQQGAQEON-UHFFFAOYSA-N |
M.W : | 133.15 | Pubchem ID : | 69325 |
Synonyms : |
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Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P501-P261-P270-P210-P271-P264-P280-P284-P302+P352-P370+P378-P342+P311-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P304+P340+P311-P403+P233-P403+P235-P405 | UN#: | 2206 |
Hazard Statements: | H331-H302-H315-H319-H334-H335-H227 | Packing Group: | Ⅲ |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; n-butyllithium; In diethyl ether; hexane; | (2) Production of N-(4-methylphenyl)-6-bromo-4-methoxy-2-pyridine carboxamide (compound No. I-7) 2.0 g (0.0075 mol) of <strong>[117873-72-0]2,6-dibromo-4-methoxy pyridine</strong> was added to about 30 ml of diethyl ether. While cooling the obtained solution in a dry ice-acetone bath in an argon atmosphere, the solution was mixed with 6.0 ml of about 1.6M hexane solution of BuLi (0.0075*1.3 mol), followed by stirring for about 10 minutes. After 2.0 g (0.0075*2.0 mol) of 4-methylphenyl isocyanate dissolved in about 5 ml of diethyl ether was added to the reaction solution, the bath was removed and stirred at room temperature for about 40 minutes. The reaction solution was mixed with about 10 ml of 1.2N hydrochloric acid aqueous solution, and then distributed with ethyl acetate-saturated sodium bicarbonate water, followed by washing with saturated brine. The organic phase of the obtained solution was dried with anhydrous sodium sulfate, concentrated and subjected to silica gel column chromatography (eluding solution: ethyl acetate/hexane) to separate a main fraction therefrom. The fraction was concentrated and then subjected to precipitation using hexane, thereby obtaining an aimed product. Yield by weight: 1.38 g; yield by percentage: 57%; solid; melting point: 153 to 157 C.; 1 H-NMR (60 MHz, CDCl3, delta): 2.28 (3H, s), 3.82 (3H, s), 7.02 (1H, d, J=2 Hz), 7.09 (2H, d, J=8 Hz), 7.56 (2H, d, J=8 Hz), 7.68 (1H, d, J=2 Hz), 9.53 (1H, s). |
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