298-06-6Relevant articles and documents
Unusual behavior of 3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one towards some phosphorus reagents: Synthesis of novel diethyl 2-phosphonochromone, diethyl 3-phosphonopyrone and 1,3,2-oxathiaphosphinines
Ali, Tarik E.,Assiri, Mohammed A.,Yahia, Ibrahim S.,Zahran, Heba Y.
, p. 550 - 557 (2019)
The chemical reactivity of 3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one (1) towards some phosphorus reagents was studied. The enaminone 1 was cyclized into diethyl 2-phosphonochromone 2 via its treatment with diethyl phosphite in basic medium. However, its reaction with triethoxy phosphonoacetate gave the substituted pyrone phosphonate 3. In addition, two novel examples of 4-(dimethylamino)-6-(2-hydroxyphenyl)-2-sulfido-4H-1,3,2-oxathia-phosphinines 6 and 7 were obtained from treatment of enaminone 1 with O,O-diethyl dithiophosphoric acid and Lawesson’s reagent. When enaminone 1 was also treated with phosphorus decasulfide, it was turned into 4H-thiochromene-4-thione while its treatment with phosphorus tribromide, phosphorus oxychloride, or phenylphosphonic dichloride, 4H-4-oxo-chromene was isolated in all cases. The possible reaction mechanisms of the formation of these products were discussed. The structures of newly isolated products were established by elemental analysis and spectral tools.
Synthesis and cytotoxicity evaluation of some novel chromone annulated phosphorus heterocycles
Ali, Tarik E.,Ibrahim, Magdy A.,El-Edfawy, Somaya M.
, p. 819 - 826 (2017)
Novel chromono[2,3-e][1,2,4,3]triazaphosphepines 3?7, chromono[2,3-d][1,3,2]diazaphosphinine 8, chro-monyl α-hydrazinophosphonic acid 10, chromono[3,2-d][1,2]azaphosphole 11 and diethyl N-chromony-lphosphonoacetamide 12 were synthesized from treatment of 2-amino-3-[(2-phenylhydrazinylidene)methyl]chromone (2) with some phosphorus reagents such as phosphorus halides, phosphorus sulfides, and phosphonic acid and its diesters, in dry dioxane. The cytotoxic effects of the synthesized compounds were evaluated in vitro in relation to hepatocellular Hep-G2, breast MCF-7 and colon HCT-116 human cancer cell lines, using a crystal violet viability assay. Compounds 6, 7, 8, and 10 had significant cytotoxic effects against the three cancer cell lines. Their IC50 values ranged between 1.56 and 12.4?μg/mL in comparison to doxorubicin (IC50 = 0.426-0.469?μg/mL).
Pischtschimuka
, (1925)
Green synthesis technology of O,O-diethyl thiophosphoryl chloride
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Paragraph 0029; 0030; 0031; 0036; 0037; 0038; 0043; 0044, (2019/03/06)
The invention provides a green synthesis technology of O,O-diethyl thiophosphoryl chloride and relates to the field of chemical synthesis. The green synthesis technology comprises the following steps:taking O,O-diethyl dithiophosphate to react with chlorine gas at low temperature, so as to obtain a crude product of the O,O-diethyl thiophosphoryl chloride; then transferring the crude product to react at high temperature; enabling the residual O,O-diethyl dithiophosphate to further completely react with the chlorine gas. Meanwhile, in a high-temperature reaction process, a polymeric compound isprevented from being generated when a compound catalyst is used and sulfur monochloride impurities are completely removed through reaction, so that a byproduct sulfur has a crystalline state and a product more easily separated and purified. Moreover, HCl and sulfur-containing odorous gas are pumped away through applying negative pressure and the tail gas is absorbed to prevent air pollution. In awhole reaction process, technological water does not need to be added, so that wastewater is not generated and the treatment cost of sulfur-containing and phosphorus-containing wastewater is reduced.The technology has the advantages of simplicity in operation, easiness for obtaining raw materials, moderate reaction conditions, small pollution and environment friendliness.
