Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Magyar Kemiai Folyoirat called Alkylation, transalkylation, and dealkylation of 2-amino-4-quinazolinols with amines and ammonia, Author is Lempert, Karoly; Breuer, Judit, which mentions a compound: 20198-19-0, SMILESS is O=C1NC(N)=NC2=C1C=CC=C2, Molecular C8H7N3O, Application In Synthesis of 2-Aminoquinazolin-4(3H)-one.
2-Mercapto-4-quinazolinol (1 g.) dissolved in a mixture of 10 mL. EtOH, 5 mL. H2O, and 0.33 g. KOH was treated with 0.38 mL. MeI at room temperature to yield 56.2% 2-methylthio-4-quinazolinol (I), m. 210-13°. Refluxing 1.35 g. I with 3 mL. morpholine, 1.05 mL. AcOH, and 15 mL. BuOH 45 h. gave 75% 2-morpholino-4-quinazolinol (II), m. 236-8° (BuOH). The 2-benzylamino-(III), 2-butylamino (IV), 2-amino (V) (40 h. at 120° in a sealed tube), 2-diethylaminoethylamino, and 2-anilino (VI) analogs were prepared similarly. Heating a mixture of 0.1 g. V, 1.5 mL. BuNH2, 0.42 mL. AcOH, and 10 mL. BuOH in a sealed tube at 140° 100 h. and steam distilling the product gave 40% IV, m. 184-6°. Heating a mixture of 0.7 g. III, 0.39 g. AcONH4, and 10 mL. absolute EtOH containing 0.2 g. NH3 at 140° in a sealed tube 120 h. gave 62.5% V, m. 306-8° (4:1 EtOH-HCONMe2). A mixture of 0.5 g. II, 0.33 mL. AcOH, 1.03 mL. BuNH2, and 10 mL. BuOH heated at 140° in a sealed tube 100 h. and the residue steam distilled gave 84% IV. A mixture of 0.62 g. VI, 1.43 mL. PhCH2NH2, 0.35 mL. AcOH, and 10 mL. BuOH was refluxed 90 h. and steam distilled to yield 61% III.
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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis