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CAS No. : | 63024-77-1 | MDL No. : | MFCD00000682 |
Formula : | C8H6Cl2O | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | YCAIYRWHKSJKEB-UHFFFAOYSA-N |
M.W : | 189.04 | Pubchem ID : | 2733324 |
Synonyms : |
|
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P280-P305+P351+P338-P310 | UN#: | 3265 |
Hazard Statements: | H314 | Packing Group: | Ⅱ |
GHS Pictogram: |
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* 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 |
---|---|---|
With triethylamine; In dichloromethane; | The N-(5-amino-2-ethylphenyl)-3-(4-methylpiperazin-1-ylmethyl)benzamide used as a starting material was prepared as follows: 3-Chloromethylbenzoyl chloride (11.93 g) was added to a stirred mixture of <strong>[20191-74-6]2-ethyl-5-nitroaniline</strong> (10 g), triethylamine (17.3 ml) and methylene chloride (283 ml) and the resultant mixture was stirred at ambient temperature for 16 hours. The mixture was evaporated. Methylene chloride was added to the residue and the resultant precipitate was isolated and washed in turn with 1N aqueous hydrochloric acid, a saturated aqueous sodium bicarbonate solution and diethyl ether. There was thus obtained 3-chloromethyl-N-(2-ethyl-5-nitrophenyl)benzamide (11.14 g); NMR Spectrum: (DMSOd6) 2.77 (m, 2H), 4.05 (s, 2H), 7.5-7.6 (m, 2H), 7.65-7.7 (m, 1H), 7.95-8.0 (m, 1H), 8.05-8.1 (m, 2H), 8.25 (s, 1H), 10.26 (s, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With triethylamine; In water; N,N-dimethyl-formamide; | (i) A solution of 3-chloromethyl benzoyl chloride (0.189 g) in DMF (2 ml) was added to a mixture of <strong>[22838-46-6]methyl 3-amino-3-phenylpropionate hydrochloride</strong> (0.215 g) and triethylamine (0.35 ml) in DMF (15 ml) with stirring at room temperature. After 3 hours, water (50 ml) was added and the mixture was extracted with dichloromethane. The organic layer was dried (MgSO4) and evaporated to give an oil which solidified under high vacuum to give methyl 3-(3-chloromethyl)benzamido-3-phenylpropionate in 100% yield; NMR (CDCl3) delta 7.72-8.7(10H, complex), 5.62(1H,m), 4.6(2H,s), 3.66(3H,s), 3.0(2H,m). |
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