Structure of 1-amino-5-benzoyl-4-phenyl-1H-pyrimidine-2-thione

Abstract

Abstract. CITH13N3OS, Mr=307.38, monoclinic, e2~/n, a = 9.712

5-(4-Methoxybenzoyl)-4-(4-methoxyphenyl)-1-[1-(4-methoxyphenyl)ethylideneamino]pyrimidin-2(1H)-one

“…In relation to attempts to gain some insight into the chemical behaviour of five-membered heterocyclic 2,3-diones with NHnucleophiles (Terpetschnig et al, 1988;Akçamur et al, 1986;Kollenz et al, 1976;Ott et al, 1976;Kollenz, 1972;Maslivets et al, 1988;Kruglenko et al, 1987;Kozlov et al, 1986;Andreichikov et al, 1987), a convenient preparation of functionalized 1H-pyrimidine-2-thiones from 4-benzoyl-5-phenyl-furan-2,3dione and several thiosemicarbazones has been reported recently (Akçamur et al, 1988;Altural et al, 1989;Altural & Kollenz, 1990;Akkurt et al, 1992Akkurt et al, , 2003. Pyrimidines in general are of great interest for biological and medicinal reasons, and thus the chemistry of these compounds has been investigated extensively.…”

Crystal structure of 7-acetyl-5-benzoyl-6-phenyl-8-methyl-4,7-dihydropyrazolo[1,5-c]-1 H-pyrimidine-2-one

“…The angle between the least squares planes formed by the N1± ±C2± ±N3 and C4± ±C5± ±C6 atoms of the pyrimidine ring is 30.1(3) . This angle appers sensitive to the type of the substituents present in the related ring, since the corresponding angles in 1 H-pyrimidine-2-thione (Akc Ëamur, Altural, Sarõpõnar et al, 1988), 5-benzoyl-1-[4-(dimethylamino)phenyl-methyleneamino]-4-phenyl-1 H-pyrimidine-2-one (Akkurt and Hiller, 1993), 1-amino-5-benzoyl-4-phenyl-1 H-pyrimidine-2-thione (Akkurt, Gu Èldeste, Soylu, Altural, Sarõpõnar, 1992) and in 1-allyl-5-benzoyl-4-phenylpyrimidine-2-one (Úztu Èrk, Akkurt, Ho Èkelek, Yõldõrõm, 1997) are 5.3, 7.5, 0.7 and 9.0(7) respectively. The conformation of the dihydropyrimidine ring can be described as a distorted boat with the C(4) atom displaced most from the plane of the ring; the puckering coordinates (Cremer and Pople, 1975) are: S 0X37(3), j À175X3(5) , q 76X94(5) , and in 2-methyl-5,6,7-triphenyl-6,7-dihydro-pyrazolo[2,3-a]pyrimidine (Lindeman, Struckhov, Shishkin, Desenko, Lipson, Orlov, 1993), these parameters are: S 0X56, j 27X4 , q 45X4 .…”

Reactions of 1‐amino‐5‐benzoyl‐4‐phenyl‐1H‐pyrimidine‐2‐one with carboxylic anhydrides: Experimental data and AM1 calculations

“…Some of these compounds have been shown to exhibit bactericide, fungicide, antiviral and herbicide properties [3,4]. We have earlier reported that 4-benzoyl-5-phenylfuran-2,3-dione reacts with semicarbazones, ureas and their thio analogues forming 1H-pyrimidine derivatives [5,6,7,8]. Also conformational analysis and quantum chemical calculations were carried out by means of MMP2, CNDO, MNDO and AM1 approximation methods for the series of compounds being functionalised 1H-pyrimidines [9,10,11].…”