English (United Kingdom)

https://curated-unify.zendy.io/wp-json/zendy-region/v1/featured_content/oa?rat=en

https://curated-unify.zendy.io/wp-json/zendy-region/v1/highlighted_journal/

Global: Zendy Plus annual

Presents the access of premium content as premium feature

Premium Content

Presents the keyphrase highlighting as premium feature

Keyphrase Highlighting

Presents the summarisation as premium feature

Summarisation

Insights

Presents the pdf analysis as premium feature

PDF Analysis

Presents the zaia usage as premium feature

ZAIA

Global: Zendy Tools annual

Global: Zendy Free Plan

Global: Zendy Tools monthly

Global: Zendy Plus monthly

ISSN: 2410-9649 Khalafallah and Ahmed / Chemistry International 3(4) (2017) 469-476 iscientic.org. 470 www.bosaljournals/chemint/ editorci@bosaljournals.com MATERIAL AND METHODS All evaporations were carried out under reduced pressure at 40 C M.p.s are uncorrected. Aluminum sheets coated with silica gel F254 (Merck) were used for TLC. Detection was effected by viewing under a short-wavelength UV lamp. IR spectra were obtained (KBr disk) on a Pye Unicam spectra 1000, 1H NMR and 13C NMR spectra were measured on a Wilmad 270 MHz or on a Vairan 400 MHz Spectrometer for solution in CDCL3 or (CD3)2SO with SiMe4 as internal standard. J values are given in Hz. Mass spectra were recorded on varion MAT 112 spectrometer. Analytical data were obtained from the Microanalytical Data Center at Cairo University. The starting 2,3,4,6-tetra-O-acetyl-α-Dglucopyranosyl bromide (5) was prepared as reported in Vogel's Textbook of practical Organic chemistry. 6-(arylidine-amino)-pyrimidine-2(1H)-thinoes derivatives (7a-c) General procedure: A solution of 6-amino-uracil (1) (0.01 mol) in ethanol as solvent (20 ml) was treated with different aromatic aldehyde compounds (0.01 mol) in presence of piperdine as catalyst, the reaction mixture was heated under reflux for 3h. the solid product was collected by filtration and crystallized from appropriate solvent. 7a: yellow from (EtOH), m.p: 230°C;yield (75%),IR: γmax/cm-1 (KBr)2960(NH);C11H9N3OS (m/e = 231); calcd: C, 57.14; H, 3.89; N, 18.18; S, 13.85%. Found: C, 57.13; H, 3.87; N, 18.16; S, 13.84%. 7b: yellow from (EtOH), m.p: 255°C;yield (77%),IR: γmax/cm-1 (KBr)2966(NH); 1H NMR: δH 2.31(s,1H, CH), 2.50(s,3H, OCH3), 7.10-7.36(m,4H, Ar-H),11.37(br,1H,NH), C12H11N3O2S (m/e = 261); calcd: C, 55.17; H, 4.21; N, 16.09; S, 12.26%, Found: C, 55.15; H, 4.20; N, 16.08; S, 12.25%. 7c: yellow from (EtOH), m.p: 210°C;yield (70%),IR: γmax/cm-1 (KBr)2962(NH);C11H9N3O2S (m/e = 247); calcd: C, 53.44; H, 3.64; N, 17.00; S, 12.95%. Found: C, 53.45; H, 3.63; N, 16.98; S, 12.94%. 2-(2\,3\,4\,6\-tetra-O-acetyl-β-D-glucopyranosl-thio)-6(arylidene-amino)pyrimidine-4-one derivatives (9a-c) General procedure: To a solution of condensed 6-(arylidineamino)-4-one-pyrimidine-2(1H) thiones (7a-c) (0.01 mol) in aqueous potassium hydroxide [0.56 g, (0.01 mol) in distilled water (6 ml)] was added a solution of 2,3,4,6-tetra-O-acetylα-D-glucopyranosyl bromide (3) (4.10 g, 0.01mol) in acetone (30 ml) the reaction mixture was stirred overnight at room temperature, on the next day the mixture was evaporated under reduced pressure at 40C and the residue was washed with distilled water to remove the potassium bromide formed. The product was dried and crystallized from the appropriate solvent. 9a: yellow from (EtOH): m.p: 110 C; yield (70%), IR: γmax/cm-1 (KBr): 1750 (C=O); C25H27N3O10S; (m/e=561); calcd: C, 53.47; H, 4.81; N, 7.48; S, 5.10%. Found: C, 53.44; H, 4.83; N, 7.42; S, 5.13%. 9b: yellow from (EtOH): m.p: 120 C; yield (73%), UV: λmax: 267.5, 734.5; IR: γmax/cm-1 (KBr): 1725 (C=O); 1H NMR: δH 1.92-2.05 (4s, 12H, 4XOAc); 4.05 (m, 2H, 6\-H2); 4.20 (t, 1H, 5\-H), 5.05 (m, 1H, 4\-H); 5.20 (m, 1H, 3\-H); 5.51 (t, 1H, 2\H); 6.10 (d, 1H, 1\-H); 7.23-7.59 (m, 5H, Ar-H); 8.03 (m, 5H, phenyl-H); 11.76 (br, s, 1H, NH), 13C NMR: δC 21.2 (4XCH3), 61.7 (CH2-6\); 67.8(CH-4\); 69.1 (CH-2\); 74.9 (CH-3\); 76.2 (CH-5\); 80.02(C-1\) 105 (C-5); 121-134 (Ar-C); 161 (=C-S-); 152.2 (C-6); 168.3-170.2 (4XC=O); C26H29N3O11S (m/e=591); calcd: C, 52.79; H, 4.90; N, 7.10; S, 5.41%. Found: C, 52.75; H, 4.86; N, 7.11; S, 5.45%. 9c: yellow from (EtOH): m.p: 127 C; yield (70%), IR: γmax/cm-1 (KBr): 1730 (C=O); 1H NMR: δH 1.93-2.0 (4s, 12H, 4XOAc); 4.02 (m, 2H, 6\-H2); 4.23 (t, 1H, 5\-H); 5.03 (m, 1H, 4\-H); 5.17 (m, 1H, 3\-H); 5.50 (t, 1H, 2\-H); 6.12 (d, 1H, 1\-H); 7.23-7.59 (m, 5H, Ar-H); 8.06 (m, 5H, phenyl-H); 11.73 (brs, 1H, NH); C25H27N3O11S (m/e=577); Calcd: C, 51.99; H, 4.67; N, 7.27; S, 5.54; Found: C, 52.01; H, 4.69; N, 7.25; S, 5.51. 2-(2\,3\,4\,6\-tetra-O-acetyl-β-D-gluco-pyranosl-thio)-6amino-pyrimidine-4-one (4) General procedure: The above procedure for preparation of compounds (9a-c) was followed. 4: white from (H2O); m.p: 265C; yield: (78%); IR: γmax/cm-1 (KBr): 1725 (C=O); UV: λmax: 267.5, 734; 1H NMR: δH 1.95-2.06 (4s, 12H, 4XOAc); 4.07 (m, 2H, 6\-H2); 4.21 (t, 1H, 5\-H); 5.03 (m, 1H, 4\-H); 5.21 (m, 1H, 3\-H); 5.53 (t, 1H, 2\-H); 6.12 (d, 1H, 1\-H); C18H23N3O10S (m/e = 473; Calcd: C, 45.66; H, 4.86; N, 8.87; S, 6.76; Found: C, 45.69; H, 4.88; N, 9.01; S, 7.02%. 7-aryl-6-nitroso-5-Phenyl-pyrido-(2,3-d) pyrimidine2(1H) thione-4-one deri-vatives (13a-c) General procedure: To a solution of 6-(arylidene-amino)pyrimidine (7a-c) (0.01 mol) in DMF (20 ml) and few drops of piperidene was added α-nitrostyrien (12) (0.01 mol), the reaction mixture was heated under reflux for 4h , the solid product formed after pouring into ice/water, the precipitate was filtered off and crystallized from the appropriate solvent. 13a: yellow from (EtOH), m.p: 185°C;yield (75%),IR: γmax/cm-1 (KBr)3430(OH),2983(NH);C20H12N4O3S (m/e = 376); calcd: C, 60.63; H, 3.19; N, 14.89; S, 8.51%. Found: C, 60.65; H, 3.23; N, 14.94; S, 8.54%. 13b: yellow from (EtOH), m.p: 165°C;yield (70%),IR: γmax/cm-1 (KBr)3431(OH),2981(NH);C20H14N4O4S (m/e = 407); calcd: C, 59.11; H, 3.44; N, 13.79; S, 7.88%. Found: C, 59.15; H, 3.48; N, 13.83; S, 7.92%. 13c: yellow from (EtOH), m.p: 172°C;yield (80%),IR: γmax/cm-1 (KBr)3428(OH)2986(NH); 1H NMR: δH 7.277.48(m,5H, Ar-H); 7.50-7.96(m,5H, Ph-H), 10.34(s,1H, OH); C19H12N4O4S (m/e=393); calcd: C, 58.16; H, 3.06; N, 14.28; S, 8.16%, Found: C, 58.22; H, 3.10; N, 14.31; S, 8.21%. 2-(2\,3\,4\,6\-tetra-o-acetyl-β-D-glucopyranosl-thio)-7aryl-6-nitroso-5-phenyl-pyrido (2,3-d) pyrimidine-4-ol derivatives (15a-c) The above procedure for preparation of compounds (9a-c) and (4) were followed. ISSN: 2410-9649 Khalafallah and Ahmed / Chemistry International 3(4) (2017) 469-476 iscientic.org. 471 www.bosaljournals/chemint/ editorci@bosaljournals.com 15a: yellow from (EtOH): m.p: 192 C; yield (70%), IR: γmax/cm-1 (KBr): 1725 (C=O); 1H NMR: δH 1.95-2.03(4s, 12H, 4XOAc), 4.02 (m, 2H, 6\-H2); 4.26 (t, 1H, 5\-H); 5.10-5.53 (m, 3H, 4\-H, 3\-H, 2\-H); 6.13 (d, 1H, 1\-H); 7.20-7.52 (m, 5H, ArH); 8.86 (m, 5H, phenyl-H);C33H30N4O12S; (m/e): 706; calcd: C, 56.09; H, 4.24; N, 7.93; S, 4.53%. Found: C, 56.06; H, 4.21; N, 7.92; S, 4.55%. Scheme 1: Synthesis procedure 3 acetone

zenodo (cern european organization for nuclear research)

A novel and efficient method for the synthesis of 6-amino-pyrimidine-2(1H)-thiones derivatives, pyrido [2,3-d] pyrimidine-2(1H)-thiones derivatives and their glycosides