ChemicalBook CAS DataBase List 5-Methoxy-2-nitrobenzaldehyde

5-Methoxy-2-nitrobenzaldehyde synthesis

14synthesis methods

Product Name:5-Methoxy-2-nitrobenzaldehyde
CAS Number:20357-24-8
Molecular formula:C8H7NO4
Molecular Weight:181.15

42454-06-8

74-88-4

20357-24-8

Step 1. Synthesis of 5-methoxy-2-nitrobenzaldehyde: 5-hydroxy-2-nitrobenzaldehyde (1 eq.), iodomethane (1.1 eq.) and potassium carbonate (1 eq.) were dissolved in DMF at room temperature and the reaction was stirred for 16 hours. Upon completion of the reaction, the reaction mixture was concentrated and subsequently partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated to give 5-methoxy-2-nitrobenzaldehyde in quantitative yield. Mass spectrometry analysis showed the molecular ion peak [M+H]+ = 182.

42454-06-8
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$8.00/1g

74-88-4
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$15.00/10g

20357-24-8
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$8.00/250mg

Yield: 100%

Reaction Conditions:

with potassium carbonate in DMF (N,N-dimethyl-formamide) at 20; for 16 h;

Steps:

A; 1.1 EXAMPLE 1; Synthesis of (4-{2-[(4-bromophenyl)amino]quinazolin-6-yloxy}-(2-pyridyl))-N-methylcarboxamide; Step 1. Synthesis of 5-methoxy-2-nitrobenzaldehyde 2:
Step 1. Synthesis of 5-methoxy-2-nitrobenzaldehyde 2: A mixture containing 5-hydroxy-2-nitrobenzaldehyde (1 eq) in DMF with iodomethane (1.1eq) and potassium carbonate (1eq) was stirred at room temperature for 16 hours. The resulting mixture was concentrated and partitioned between ethyl acetate and water. The organic layer was washed with brine and dried and concentrated to afford 5-methoxy-2-nitrobenzaldehyde in quantitative yield. MS: MH+=182.

References:

Chiron Corporation US2005/85482, 2005, A1 Location in patent:Page/Page column 13; 17

879-55-0 Synthesis