Ethyl 4-(dimethylamino)-3-nitrobenzoate synthesis
- Product Name:Ethyl 4-(dimethylamino)-3-nitrobenzoate
- CAS Number:40700-40-1
- Molecular formula:C11H14N2O4
- Molecular Weight:238.24
10287-53-3
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Yield:-
Reaction Conditions:
in sulfuric acid;
Steps:
47 Example 47
Example 47 Preparation of ethyl 4-dimethylamino-3-nitrobenzoate ([5]-(52)-591) Ethyl 4-dimethylaminobenzoate (9.10 g) was dissolved in sulfuric acid (14 ml), and mixed acid (concentrated sulfuric acid/concentrated nitric acid=1/1) (9.0 ml) was added dropwise at room temperature. The reaction solution was stirred for 4 hours while maintaining at 5° C.-10° C. The reaction solution was poured into ice water (100 g). The precipitated crystals were filtered, and washed with water. The resulting crystals were recrystallized from water/methanol to obtain the above-captioned compound ([5]-(52)-591) (10.56 g) as yellow needle crystals. Melting point: 78.5°-79.0° C. 1 H-NMR (500 MHz, CDCl3) δ: 1.38 (t, 3H), 2.99 (s, 6H), 4.35 (q, 2H), 6.97 (d, 1H), 8.01 (dd, 1H), 8.44 (d, 1H)
References:
US5696118,1997,A
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