* 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.
Reference:
[1] Gazzetta Chimica Italiana, 1935, vol. 65, p. 1127,1136
[2] Journal of the American Chemical Society, 2010, vol. 132, # 51, p. 18351 - 18360
2
[ 3113-72-2 ]
[ 69976-70-1 ]
Reference:
[1] Gazzetta Chimica Italiana, 1935, vol. 65, p. 1127,1136
[2] Journal of the American Chemical Society, 2010, vol. 132, # 51, p. 18351 - 18360
3
[ 38818-49-4 ]
[ 69976-70-1 ]
Reference:
[1] Gazzetta Chimica Italiana, 1935, vol. 65, p. 1127,1136
[2] Journal of the American Chemical Society, 2010, vol. 132, # 51, p. 18351 - 18360
With N-Bromosuccinimide; magnesium; dibenzoyl peroxide; In tetrachloromethane; CCl; thionyl chloride; ethanol; chloroform; water; acetic acid; chlorobenzene;
Example 1 Synthesis of Photocleavable Agents Five grams or 27.6 mmol of 5-methyl-2-nitrobenzoic acid (FIG. 5, compound "6"; Aldrich Chemical; Milwaukee, Wis.) was added in small portions to 10 ml (16.4 g or 148 mmol) of thionyl chloride with stirring. The mixture was stirred at room temperature for 10 hours. Excess of thionyl chloride was removed by vacuum to give the acid chloride ("7"). Magnesium turnings (1.07 g or 44.2 mmol), absolute ethanol (6 ml), chlorobenzene (8 ml), and 0.1 ml of dry CCl4, were refluxed until most of the magnesium reacted. A solution of diethyl malonate (4.82 g or mmol) in 10 ml of chlorobenzene was added followed by the addition of the acid chloride (5.49 g) in 10 ml of chlorobenzene. The reaction mixture stirred for 1 hour and 1.7 ml of concentrated H2 SO4 in 17 ml of H2 O was added, stirred for additional 15 minutes. 20 ml of chloroform was added and the layers separated. The aqueous layer was extracted three times with 10 ml and the extracts were combined, dried and evaporated to dryness. Residue was dissolved in 8.25 mls of acetic acid. 5.4 ml of H2 O and 1 ml of concentrated H2 SO4 were added, the mixture was refluxed for 6 hours, neutralized with aqueous Na2 CO3 and extracted three times with 20 ml of CHCl3. Extracts were combined, dried and solvents removed by vacuum. Residue was crystallized from 70% ethanol to produce 4.46 g, or about 81%, of <strong>[69976-70-1]5-methyl-2-nitroacetophenone</strong>. <strong>[69976-70-1]5-methyl-2-nitroacetophenone</strong> (3.51 g or 19.6 mmol), N-bromosuccinimide (3.66 g or 20.6 mmol), and benzoyl peroxide (46 mg or 0.01 eq) were refluxed in 20 ml of CCl, for 5 hours. The reaction mixture was filtered, the filtrate concentrated and crystallized from CCl4 to produce 3.64 g (72%) of 5-bromomethyl-2-nitroacetophenone ("8").
1-(2-nitro-5-((6-(5-((3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamido)methyl)phenyl)ethyl 3-azidopropylcarbamate[ No CAS ]
With palladium; In water; at 130℃; for 20h;Inert atmosphere; Schlenk technique;
In a clean dry 10 ml Schlenk reaction tube, the mass fraction of sequentially adding 10% Pd/C4 . 5 mg, 5-methyl-2-nitro-acetophenone 45 mg, benzene glycine 113 mg, 1 ml of water as a solvent, is condensed on the return is, under the protection of nitrogen 130 o C reaction 20 hours. After the reaction, through the filter, the catalyst can be directly used in the next cycle, the filtrate after direct turns on lathe does a small amount of petroleum ether and ethyl acetate (volume ratio is 40:1) dissolving, through a short silica gel column of column separation, to obtain 54 mg white solid, yield 90%.
General procedure: To a solution of 1-(2-nitrophenyl)ethan-1-one (10 mmol) in 40 mL of ethanol at 0 C was added an aqueous solution of potassium hydroxide (20%, 15 mmol). After 15 min, a solution of benzaldehyde (10 mmol) in 10 mL ethanol was added to the solution dropwise. The solution was stirred at room temperature for 3 h and monitored by TLC. The solution was cooled to 0 C again and an aqueous solution of potassium hydroxide (20%, 15 mmol) was add. After stirring for 15 min, hydrogen peroxide (50 mmol) was added dropwise, and the solution was stirred at room temperature for 4 h monitored by TLC. The solution was poured into 150 mL ice water. Filtering off the resulted precipitates, the filter cake was washed with ice water for three times and dried in vacuo, and then the crude products were recrystallized to afford 2'-nitrochalcone epoxides.