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CAS No. : | 14719-83-6 | MDL No. : | MFCD00016989 |
Formula : | C8H6ClNO4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | XRTKWPWDSUNLHS-UHFFFAOYSA-N |
M.W : | 215.59 | Pubchem ID : | 735797 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302 | Packing Group: | N/A |
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 |
---|---|---|
In N,N-dimethyl-formamide; at 70℃; for 8h; | General procedure: To a solution of methyl-4-chloro-3-nitrobenzoate (8.6g, 0.04mol) in DMSO (60mL) was added 0.08mol 4-methylaniline (or benzylamine in DMF). The reaction was heated to 70C and stirred for 8h. The reaction was cooled to 22C and poured into water (1000mL). a precipitate formed, which was collected by filtration and washed with cold water to afford the product (9.4g, 82%) as an orange solid. 3-nitro-4-phenylaminobenzoic acid methyl ester. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Step j. Methyl 3-nitro-4-chlorobenzoate (COMPOUND XIII) (see above for synthesis of 4-chloro-anti-CG) (1 equivalent) is treated with sodium methoxide (1.1 equivalent) in methanol with heating to produce the methyl 3-nitro-4-methoxybenzoate (COMPOUND XIV) which is purified by column chromatography and/or crystallization. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With potassium carbonate; In N,N-dimethyl-formamide; at 20.0℃; for 16.0h; | To a solution of methyl 4-chloro-3-nitrobenzoate (4.53 g, 0.021 mol) and methyl 3- mercaptopropionate (2.78 g, 0.023 mol) in DMF (15 mL) was added anhydrous potassium carbonate (0.023 mol, 3.17g). After stirring at ambient temperature for 16 h, the reaction was quenched with ice water. The precipitated product was filtered, washed well with water and dried under vacuum to give the title compound as a bright yellow solid (6.11 g,97%) which was used without further purification: LC/MS (ES) m/z 300 (M+H)+ |
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