1953
DOI: 10.1021/ja01111a011
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Derivatives of 4(5H)-Imidazolone

Abstract: Vol. 7.5 (7) I. W. Grote, J . Riot. Chem., 98, 25 (1931). 0.5 g. of sodium nitroprusside. 0.5 g. of hydroxylamine hydrochloride and 1.0 g. of sodium bicarbonate are dissolved in 10 ml. of water. Two drops of bromine are added, the excess bromine removed by aeration, and the solution filtered and diluted to 25 ml. This stock solution is further diluted as specified for use.A series of new 4(5H)-imidazolone derivatives is described, obtained by the reaction of glycine ester with various imidic acid esters in the… Show more

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Cited by 19 publications
(7 citation statements)
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“…Subsequently the target compounds (17-21) were synthesised using 3 o A zeolite [16,17] as catalysts. 5(4H)oxazolones (7)(8)(9)(10)(11) were heated to reflux with various substituted aromatic amines (12)(13)(14)(15)(16) containing different electron donating and withdrawing groups is a solution of slight excess of pyridine with this catalyst. Further work up and chromatography over silica gel using hexane and ethyl acetate resulted in the final products.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…Subsequently the target compounds (17-21) were synthesised using 3 o A zeolite [16,17] as catalysts. 5(4H)oxazolones (7)(8)(9)(10)(11) were heated to reflux with various substituted aromatic amines (12)(13)(14)(15)(16) containing different electron donating and withdrawing groups is a solution of slight excess of pyridine with this catalyst. Further work up and chromatography over silica gel using hexane and ethyl acetate resulted in the final products.…”
Section: Resultsmentioning
confidence: 99%
“…Attempts have been reported to synthesize these compounds by several methods [7,8] such as condensing glycine ester of acetimidic or phenylacetimidic acid in the presence of benzene, dioxane or acetone. A very few reports are cited in the literature where potent 5(4H)-imidazolones have been synthesized, which in turn acts as good precursors for various organic molecules such as Spiro [4,4]nona-2,8dien-6-ones [9] and 1,2,6,8-tetra azaspiro [4,4]nona-2,6-dien-9-ones [10].…”
Section: Introductionmentioning
confidence: 99%
“…In particular, imidazol‐5(4 H )‐one and its derivatives have possessed an unique role in drug discovery and crop protection [10, 11], serving as combinatorial chemistry groups. In general routes, the imidazolone ring is formed by condensing glycine ester of acetimidic or phenylacetimidic acid in the solvents, such as benzene, dioxane, and acetone [12–14]. All these methods [12–17] have one or more limitations such as inaccessibility of precursors, narrow substrate scope, and operational complexity.…”
Section: Introductionmentioning
confidence: 99%
“…In general routes, the imidazolone ring is formed by condensing glycine ester of acetimidic or phenylacetimidic acid in the solvents, such as benzene, dioxane, and acetone [12–14]. All these methods [12–17] have one or more limitations such as inaccessibility of precursors, narrow substrate scope, and operational complexity. Recently, a microwave‐improved synthesis of imidazolones using graphite as support has been reported [15].…”
Section: Introductionmentioning
confidence: 99%
“…It is notable that in most solid phase approaches the imidazolone ring is formed by an intramolecular nucleophilic attack of a guanidine moiety onto an ester or amid carbonyl [1][2][3]. 5(4H)-Imidazolones were obtained by condensing glycine ester of acetimidic or phenylacetimidic acid in the presence of solvents, such as benzene, dioxane and acetone [4][5][6][7].…”
Section: Introductionmentioning
confidence: 99%