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CAS No. : | 55750-49-7 | MDL No. : | MFCD16619570 |
Formula : | C7H7NO4 | Boiling Point : | 257.3±23.0°C at 760 mmHg |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 169.13 | Pubchem ID : | 319934 |
Synonyms : |
|
TPSA :Topological Polar Surface Area | 63.7 | H-Bond Acceptor Count : | 4 |
XLogP3 : | 0 | H-Bond Donor Count : | 0 |
SP3 : | 0.29 | Rotatable Bond Count : | 2 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P280 | UN#: | N/A |
Hazard Statements: | H302-H317 | Packing Group: | N/A |
GHS Pictogram: |
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Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | With 4-methyl-morpholine In water; ethyl acetate | 1) Ethyl-2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxylate 9.7 g (0.1 mol) of maleimide are solubilized in 50 ml of ethyl acetate and 1.1 ml of N-methylmorpholine at 5° C. 1.1 ml of ethyl chloroformate are added dropwise. The mixture is stirred for 1/2 hour. The insoluble material is removed by filtration. The filtrate is washed with 50 ml of water. The organic phase is dried over MgSO4 and is then concentrated under vacuum. The oil obtained is purified on Merck Geduran.(R). silica gel (40-63 μm). Elution: CH2Cl2/ACOEt 66/34. 16.9 g are isolated with a yield of 50percent. Mass spectrum: M/z=170.1 (ES+) theoretical M=169 |
41% | With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 4 h; | Ethyl chloroformate (0.38 ml, 4 mmol) was added dropwise to a stirred solution maleimide (0.3 g, 3 mmol) and triethylamine (0.5 ml, 3.5 mmol) in dimethylformamide (2 ml) at 0-5° C. The reaction mixture was allowed to warm to room temperature and stand for 4 h. Methyl alcohol (1 ml) was added, diluted with chloroform (20 ml) and washed with water (3*10 ml). The chloroform solution was dried (Na2SO4) and concentrated in vacuum. The residue was purified in chloroform and hexane on a silica gel column to give N-ethoxycarbonyl-maleimide (yield 41percent). 1H NMR (CDCl3) δ 1.34 (3H, t, CH3), 4.27 (2H, q, CH2), 6.21 (1H, d, CH=), 6.72 (1H, d, CH=). |
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