867267-25-2|2,5-Dimethoxyisonicotinaldehyde| Ambeed

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CAS No. :	867267-25-2
Formula :	C₈H₉NO₃
M.W :	167.16
SMILES Code :	O=CC1=C(OC)C=NC(OC)=C1

Yield	Reaction Conditions	Operation in experiment
99%		2,5-Dimethoxyisonicotinaldehyde (52). A mixture of 51 (1.28 g, 8.36 mmol) and potassium carbonate(1.73 g, 12.5 mmol) in DMF (50 mL, anhydrous) was heated at 50 C for 10 min. Methyl iodide(1.42 g, 10.0 mmol) was then added and the mixture stirred at this temperature for 2 h. The resultantsolution was diluted with EtOAc and washed with brine three times. The organic layer was dried and evaporated to aord the product 52 (1.39 g, 99%) [23]. 1H NMR (CDCl3) 10.43 (s, 1H), 8.01 (s, 1H),7.08 (d, J = 0.6 Hz, 1H), 3.97 (s, 3H), 3.91 (s, 3H). LRMS: calculated for C8H9NO3: 167.1; found: [M + H]= 168.2.
82%		A mixture of <strong>[867267-28-5]5-hydroxy-2-methoxyisonicotinaldehyde</strong> (S31) (2.50 g, 16.33 mmol) and potassium carbonate (3.39 g, 24.45 mmol) in DMF (80 mL, anhydrous) was heated at 50 C for 10 min. Methyl iodide (1.22 ml, 19.59 mmol) was then added and the mixture stirred at this temperature for 2 h. The resultant solution was diluted with EtOAc and washed with brine three times. The organic layer was dried and evaporated to afford 2,5-dimethoxyisonicotinaldehyde (S32). Yield = 2.25 g, 82%. 1H NMR (CDCl3) d 10.4 (s, 1H), 8.01 (s, 1H), 7.07 (s, 1H), 3.97 (s, 3H), 3.91 (s, 3H). Found [M+MeOH]= 200.4

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H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
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H301	Toxic if swallowed
H302	Harmful if swallowed
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H310	Fatal in contact with skin
H311	Toxic in contact with skin
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H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
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Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 867267-25-2

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CAS No.: 867267-25-2

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[ 867267-25-2 ] Synthesis Path-Downstream 1~2

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