Product Details of 4637-24-5In 2020 ,《Convenient synthesis of novel sulfonamide derivatives as promising anticancer agents》 was published in Journal of Heterocyclic Chemistry. The article was written by El-Mekabaty, Ahmed; Awad, Hanem M.. The article contains the following contents:
Novel sulfonamide derivatives I [R = acetyl, 2-aminothiazol-4-yl, 4-oxo-3,1-benzoxazin-2-yl, etc.] were synthesized from the readily accessible N-(4-acetylphenyl)benzenesulfonamide I [R = acetyl]. Condensation of N-(4-acetylphenyl)benzenesulfonamide I [R = acetyl] with phenylhydrazine in refluxing Et alc. gave the corresponding phenylhydrazone I [R = N-anilino-C-methyl-carbonimidoyl], which was then added to the Vilsmeier-Haack reagent (POCl3/DMF) to give the 4-formylpyrazole derivative I [R = 4-formyl-1-phenyl-pyrazol-3-yl]. Fusion of I [R = acetyl] with thiourea in the presence of iodine at 130°C afforded the 2-aminothiazole derivative I [R = 2-aminothiazol-4-yl]. Refluxing I [R = acetyl] with an excess of N, N-dimethylformamide di-Me acetal furnished the enaminone I [R = 3-(dimethylamino)prop-2-enoyl]. The chem. reactivity of enaminone I [R = 3-(dimethylamino)prop-2-enoyl] toward some nitrogen and carbon nucleophiles has been studied to obtain polyfunctionalized heteroaromatic systems bearing a sulfonamide moiety. Besides, the enaminone I [R = 3-(dimethylamino)prop-2-enoyl] undergoes the Gewald reaction and reacts with Et cyanoacetate and elemental sulfur in the presence of morpholine to yield the 2-aminothiophene derivative I [R = 5-amino-4-ethoxycarbonyl-thiophene-2-carbonyl]. Moreover, the utility of I [R = 3-(dimethylamino)prop-2-enoyl] for the synthesis of 4-(phenylsulfonamido)benzoic acid I [R = carboxy] was investigated. The synthesized sulfonamides I were evaluated for their in vitro cytotoxic activities against two human cell lines, MCF-7 (breast adenocarcinoma cells) and RPE-1 (normal retina pigmented epithelium cells). The results revealed that compounds I [R = acetyl, N-anilino-C-methyl-carbonimidoyl, 4-formyl-1-phenyl-pyrazol-3-yl, 3-pyrazolyl, 2-oxo-1H-pyrimidin-4-yl, 2-aminopyrimidin-4-yl, 4-oxo-1H-quinoline-3-carbonyl, 5-acetyl-6-methyl-2-pyridyl, 5-amino-4-ethoxycarbonyl-thiophene-2-carbonyl, carboxy, 4-oxo-3,1-benzoxazin-2-yl] were potent cytotoxic effect on MCF-7 and less on RPE-1 cells compared to the pos. control doxorubicin. In the experiment, the researchers used many compounds, for example, N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Product Details of 4637-24-5)
N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Product Details of 4637-24-5
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