1907
Abstract: A misprint occurs in the article referred to. The melting point of the brominated quinazolone is given as IIOO, instead of which the compound melts roughly in the neighborhood of 170'. ON THE PRINCIPLE OF OPTICAL SUPERPOSITION. I1 BY 11, A. KOSANOFP'.
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Cited by 21 publications
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“…The synthetic routes of compounds are outlined in Scheme 1 . As shown in Scheme 1 , compounds 2-methylsubstitued-4H-3,1-benzoxazin-4-ones (1,2) were synthesized by the known procedure of Bogert [ 28 ]. Substituted anthranilic acid reacted with acetic anhydride to give 2-methylsubstituted-4H-3,1-benzoxazin-4-ones (1,2), which further reacted with 2-amino phenyl amine in acetic acid to yield 3-(2′-aminophenyl)-2-methyl-6-substituted quinazolin-4-ones ( 3,4 ).…”
Section: Methodsmentioning
confidence: 99%
“…The synthetic routes of compounds are outlined in Scheme 1 . As shown in Scheme 1 , compounds 2-methylsubstitued-4H-3,1-benzoxazin-4-ones (1,2) were synthesized by the known procedure of Bogert [ 28 ]. Substituted anthranilic acid reacted with acetic anhydride to give 2-methylsubstituted-4H-3,1-benzoxazin-4-ones (1,2), which further reacted with 2-amino phenyl amine in acetic acid to yield 3-(2′-aminophenyl)-2-methyl-6-substituted quinazolin-4-ones ( 3,4 ).…”
Section: Methodsmentioning
confidence: 99%
“…2 Although a large number of 3-alkyl-4-quinazolones have been reported in the literature, only a few with functional groups in the side chain have been described, namely, 3-allyl-4-quinazolone (2) ; 4-quinazolone-3-acetic acid, its methyl ester, and methylamide (3) ; the alkaloid Rutaecarpine (4) ; 3-benzamidomethyl-4-quinazolone and its 2-methyl derivative (5, 11); and 2-methyl-3-(5-diethylamino-2-pentyl)-7,8-dimethoxy-4-quinazolone (6). 35 For preparation of a 2-methyl-3-alkyl-4-quinazolone (V) the reaction of acetanthranil (IV) with a primary amine was employed (9,13). This reaction proceeds satisfactorily when the primary amine is on either a primary or secondary carbon, such as Nova1 amine (6), but fails when the amine is on a tertiary carbon such as 2-methyl-2-amino-l,3-propanediol.…”
Section: Functional Derivatives Of 3-alkyl-4-mentioning
confidence: 99%
“…To 15.9 g. of y-piperidinopropylamine (12) was added 17 g. of acetanthranil (13). There was considerable heat of reaction.…”
Section: Baker Querrp Hadish and Williamsmentioning
confidence: 99%
“…An interesting feature of this compound is the marked nonplanarity of the pyrimidine ring and this is likely due to crystal packing effects (shortened intermolecular contacts C (1) ···H (10b') (0.5-x, -0.5+y, z) 2.69 and C (9) ···C (15') (0.5-x, 0.5+y, z) 3.39 Å where the sums of the van der Waal radii are 2.87 and 3.42 Å respectively [5]). The maximal values of the endocyclic torsional angles are C (2) -C (1) -N (1) -C (8) -6.3 (5) and N (1) -C (8) -N (2) -C (7) 6.3(5)º.…”
mentioning
confidence: 99%
“…For this purpose we additionally prepared the methyl ester of the acid 1b and both esters 1b,c were alkylated using methyl iodide in DMSO in the presence of potassium carbonate. The alkylation of quinazolin-4-ones has been quite well studied and there are reports in the chemical literature of the introduction of an alkyl group not only at atom N (1) [8] and N (3) [9] but also possible alkylation involving the carbonyl oxygen atom [10].…”
mentioning
confidence: 99%
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