4-(cyclohexylamino)-3-nitro-benzoic acid ethyl ester synthesis
- Product Name:4-(cyclohexylamino)-3-nitro-benzoic acid ethyl ester
- CAS Number:87815-77-8
- Molecular formula:C15H20N2O4
- Molecular Weight:292.34
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Yield: 100%
Reaction Conditions:
in dimethyl sulfoxide at 60; for 5 h;
Steps:
1
Ethyl 4-chloro-3-nitrobenzoate (20.00 g, 87 mmol) was dissolved in DMSO (50 mL) and cyclohexylamine (2.1 equiv. 21 mL, 183 mmol) was added and the mixture stirred at 60° C. for 5 h. After cooling to ambient temperature, the reaction mixture was added drop-wise with vigorous stirring to water (500 mL). After stirring for an additional 15 min, the precipitated solid was collected by filtration, washed with water and dried. The title compound (25.67 g, 100% yield) was obtained as a bright yellow solid.
References:
Boehringer Ingelheim (Canada) Ltd. US2003/236251, 2003, A1 Location in patent:Page 19-20
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