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Molbank, Volume 2009, Issue 3 (September 2009)

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Open AccessShort Note Preparation of 5-Bromo-2-naphthol: The Use of a Sulfonic Acid as a Protecting and Activating Group
Molbank 2009, 2009(3), M602; doi:10.3390/M602
Received: 2 June 2009 / Accepted: 25 June 2009 / Published: 29 June 2009
Cited by 2 | PDF Full-text (174 KB) | Supplementary Files
Abstract
The preparation of 5-bromo-2-naphthol (4) in three steps from 5-amino-2-naphthol (1) is described. A sulfonic acid group is introduced at the 1-position as an activating and protecting group for the Sandmeyer reaction. The sulfonate group allows for the use of only water [...] Read more.
The preparation of 5-bromo-2-naphthol (4) in three steps from 5-amino-2-naphthol (1) is described. A sulfonic acid group is introduced at the 1-position as an activating and protecting group for the Sandmeyer reaction. The sulfonate group allows for the use of only water and sulfuric acid as solvents. The sulfonic acid is introduced with three equivalents of sulfuric acid, and it is removed in 20% aq. sulfuric acid. Full article
Open AccessShort Note 3-Methyl-1-phenyl-1H-pyrazol-5-yl 2-Bromo-3-furan-carboxylate
Molbank 2009, 2009(3), M603; doi:10.3390/M603
Received: 29 May 2009 / Accepted: 1 July 2009 / Published: 3 July 2009
Cited by 1 | PDF Full-text (207 KB) | Supplementary Files
Abstract
The reaction of 3-methyl-1-phenyl-2-pyrazolin-5-one and 2-bromo-3-furoyl chloride in the presence of Ca(OH)2 in 1,4-dioxane gave the title compound. The latter was also obtained in much higher yield upon reaction of the starting materials in the system dichloromethane / triethylamine. Detailed spectroscopic [...] Read more.
The reaction of 3-methyl-1-phenyl-2-pyrazolin-5-one and 2-bromo-3-furoyl chloride in the presence of Ca(OH)2 in 1,4-dioxane gave the title compound. The latter was also obtained in much higher yield upon reaction of the starting materials in the system dichloromethane / triethylamine. Detailed spectroscopic data (1H NMR, 13C NMR, 15N NMR, IR, MS) are presented. Full article
Open AccessShort Note Synthesis of (E)-2,4-Dinitro-N-((2E,4E)-4-phenyl-5-(pyrrolidin-1-yl)penta-2,4-dienylidene)aniline
Molbank 2009, 2009(3), M604; doi:10.3390/M604
Received: 29 April 2009 / Accepted: 6 July 2009 / Published: 7 July 2009
PDF Full-text (81 KB) | Supplementary Files
Abstract (E)-2,4-Dinitro-N-((2E,4E)-4-phenyl-5-(pyrrolidin-1-yl)penta-2,4-dienylidene) aniline dye was prepared in one pot by reaction of premade N-2,4-dinitrophenyl-3-phenylpyridinium chloride (DNPPC) and pyrrolidine in absolute MeOH. Full article
Open AccessShort Note 4,4’-[(2-Chlorophenyl)methylene]bis[1-phenyl-3-(trifluoromethyl)-1H-pyrazol-5-ol]
Molbank 2009, 2009(3), M605; doi:10.3390/M605
Received: 3 July 2009 / Accepted: 14 July 2009 / Published: 16 July 2009
Cited by 1 | PDF Full-text (157 KB) | Supplementary Files
Abstract The reaction of 1-phenyl-3-trifluoromethyl-2-pyrazolin-5-one and 2-chlorobenzaldehyde leads to the title compound, which results from addition of a second pyrazolone unit to the primarily formed 1:1 condensation product. Detailed spectroscopic data (1H NMR, 13C NMR, 19F NMR, IR, MS) are presented. Full article
Open AccessShort Note Synthesis of a New Heterocycle with Liquid Crystal Properties: 2-(3-Methoxy-4-hexadecanoyloxyphenyl)benzothiazole
Molbank 2009, 2009(3), M606; doi:10.3390/M606
Received: 6 June 2009 / Accepted: 15 June 2009 / Published: 21 July 2009
PDF Full-text (29 KB) | Supplementary Files
Abstract A new heterocycle 2-(3-methoxy-4-hexadecanoyloxyphenyl)benzothiazole was synthesized and its IR, 1H NMR, 13C NMR and MS spectroscopic data are presented. Full article
Open AccessShort Note Synthesis of 2-[4-(4-Chlorophenyl)piperazin-1-yl]-2-methylpropanoic Acid Ethyl Ester
Molbank 2009, 2009(3), M607; doi:10.3390/M607
Received: 17 May 2009 / Accepted: 30 June 2009 / Published: 27 July 2009
PDF Full-text (128 KB) | Supplementary Files
Abstract The title compound was synthesized by N-alkylation of 4-(4-chlorophenyl)piperazine with ethyl 2-bromo-2-methylpropanoate and its IR, 1H NMR, 13C NMR and Mass spectroscopic data are reported. Full article
Open AccessShort Note Synthesis of a New Liquid Crystal, 3-Hydroxy-4-{[(6-methoxy-1,3-benzothiazol-2-yl)imino]methyl}phenyl Palmitate
Molbank 2009, 2009(3), M608; doi:10.3390/M608
Received: 18 June 2009 / Accepted: 14 July 2009 / Published: 30 July 2009
Cited by 1 | PDF Full-text (51 KB) | Supplementary Files
Abstract A new Schiff base ester comprising of heterocyclic moiety, 3-hydroxy-4-{[(6-methoxy-1,3-benzothiazol-2-yl)imino]methyl}phenyl palmitate was synthesized and its IR, 1H NMR, 13C NMR, elemental analysis and MS spectroscopic data are presented. Full article
Open AccessShort Note Synthesis of 2-(4-Propyloxyphenyl)benzothiazole
Molbank 2009, 2009(3), M609; doi:10.3390/M609
Received: 26 June 2009 / Accepted: 13 July 2009 / Published: 30 July 2009
PDF Full-text (87 KB) | Supplementary Files
Abstract A new 2-(4-propyloxyphenyl)benzothiazole was synthesized and its IR, 1H and 13C NMR and MS spectroscopic data are presented. Full article
Open AccessShort Note 2-(4-Heptyloxyphenyl)benzothiazole
Molbank 2009, 2009(3), M610; doi:10.3390/M610
Received: 26 June 2009 / Accepted: 14 July 2009 / Published: 30 July 2009
PDF Full-text (87 KB) | Supplementary Files
Abstract 2-(4-Heptyloxyphenyl)benzothiazole was synthesized and its IR, 1H NMR and MS spectroscopic data are presented. Full article
Open AccessShort Note 2-(4-Pentyloxyphenyl)benzothiazole
Molbank 2009, 2009(3), M611; doi:10.3390/M611
Received: 26 June 2009 / Accepted: 3 August 2009 / Published: 4 August 2009
PDF Full-text (30 KB) | Supplementary Files
Abstract 2-(4-Pentyloxyphenyl)benzothiazole was synthesized and its IR, 1H NMR and MS spectroscopic data are presented. Full article
Open AccessShort Note Synthesis of Bis (1-Methyl-2-octynyl) Ether
Molbank 2009, 2009(3), M612; doi:10.3390/M612
Received: 18 July 2009 / Accepted: 4 August 2009 / Published: 5 August 2009
PDF Full-text (225 KB) | Supplementary Files
Abstract The synthesis of bis (1-methyl-2-octynyl) ether using two secondary alcohols under Nicholas reaction conditions is reported. The reaction is possible due to a catalytic participation of the Lewis acid when the nucleophilic alcohol is protected as a THPO-ether. Full article
Open AccessShort Note Synthesis of a 2-Furylpyrazoline Derivative Using Microwave Irradiation
Molbank 2009, 2009(3), M613; doi:10.3390/M613
Received: 10 May 2009 / Accepted: 14 July 2009 / Published: 10 August 2009
PDF Full-text (215 KB) | Supplementary Files
Abstract A simple method for the synthesis of pyrazoline derivative containing furan moiety was developed. Thus, 5-(6-bromo-1,3-benzodioxol-5-yl)-3-(2-furyl)-1-(3-methyl-phenyl)-4,5-dihydro-1H-pyrazole was synthesized using microwave irradiation and it was characterized by NMR, IR, and LCMS. Full article
Open AccessShort Note Synthesis and Characterization of a Novel 2-Pyrazoline
Molbank 2009, 2009(3), M614; doi:10.3390/M614
Received: 24 February 2009 / Accepted: 11 May 2009 / Published: 10 August 2009
Cited by 4 | PDF Full-text (188 KB) | Supplementary Files
Abstract Reaction of dibenzalacetone with hydrazine hydrate and formic acid yielded a novel 2-pyrazoline 1, characterized by ESI-MS, FT-IR, UV, 1HNMR and 13CNMR data and microanalysis. Full article
Open AccessShort Note 4,6-Diamino-5-[4-(dimethylamino)benzylidene]pyrimidin-2(5H)- one
Molbank 2009, 2009(3), M615; doi:10.3390/M615
Received: 14 August 2009 / Accepted: 26 August 2009 / Published: 31 August 2009
PDF Full-text (135 KB) | Supplementary Files
Abstract A new compound, 4,6-diamino-5-[4-(dimethylamino)benzylidene]pyrimidin-2(5H)-one, was synthesized and its IR, 1H NMR and 13C NMR and MS spectroscopic data are presented. Full article
Open AccessShort Note Mercuric(II) Acetate Oxidation of Steroidal Exocyclic α,β-Unsaturated Ketone: Transformation into a Cyclic Ether
Molbank 2009, 2009(3), M616; doi:10.3390/M616
Received: 22 June 2009 / Accepted: 3 August 2009 / Published: 1 September 2009
Cited by 1 | PDF Full-text (105 KB) | Supplementary Files
Abstract
16-Dehydropregnenolone acetate (16-DPA) (1), an exocyclic α,β-conjugated ketone having a steroidal skeleton, when treated with mercuric(II) acetate in acetic acid furnished a single compound identified as (2). The structure of compound (2) has been elucidated on the basis of spectral data analysis [...] Read more.
16-Dehydropregnenolone acetate (16-DPA) (1), an exocyclic α,β-conjugated ketone having a steroidal skeleton, when treated with mercuric(II) acetate in acetic acid furnished a single compound identified as (2). The structure of compound (2) has been elucidated on the basis of spectral data analysis (IR, NMR and MS). Full article
Open AccessShort Note Synthesis of 3-Methyl-1-morpholin-4-ylmethyl-2,6-diphenylpiperidin-4-one
Molbank 2009, 2009(3), M617; doi:10.3390/M617
Received: 10 July 2009 / Accepted: 28 August 2009 / Published: 10 September 2009
PDF Full-text (29 KB) | Supplementary Files
Abstract This paper describes the synthesis of 3-methyl-1-morpholin-4-ylmethyl-2,6-diphenylpiperidin-4-one from 3-methyl-2,6-diphenylpiperidin-4-one. The synthesized compound was characterized by FT-IR, 1H NMR, EI-MS and elemental analysis. Full article
Open AccessShort Note N-[(2-Chloro-6-methylquinolin-3-yl)methyl]aniline
Molbank 2009, 2009(3), M618; doi:10.3390/M618
Received: 27 July 2009 / Accepted: 26 August 2009 / Published: 14 September 2009
Cited by 1 | PDF Full-text (87 KB) | Supplementary Files
Abstract Quinolinyl amines are important organic compounds which possess a variety of pharmacological activities such as antimalarial, antifungal, hypotensive and antidepressant activity. Full article
Open AccessShort Note Regioselective Alkylation of an Oxonaphthalene-Annelated Pyrrol System
Molbank 2009, 2009(3), M619; doi:10.3390/M619
Received: 7 September 2009 / Revised: 11 September 2009 / Accepted: 14 September 2009 / Published: 15 September 2009
PDF Full-text (33 KB) | Supplementary Files
Abstract The regioselective alkylation of an oxonaphthalene-annelated pyrrole system is reported. The regioselectivity of alkylation can be controlled by the selection of the solvent. Full article
Open AccessShort Note 5-Chloro-4-iodo-1,3-dimethyl-1H-pyrazole
Molbank 2009, 2009(3), M620; doi:10.3390/M620
Received: 14 September 2009 / Accepted: 18 September 2009 / Published: 21 September 2009
Cited by 1 | PDF Full-text (141 KB) | Supplementary Files
Abstract Reaction of 5-chloro-1,3-dimethyl-1H-pyrazole with I2/HIO3 in refluxing acetic acid gives the title compound in good yield. Detailed spectroscopic data (1H NMR, 13C NMR, 15N NMR, IR, MS) are presented. Full article
Open AccessShort Note Synthesis of 4-[10H-Phenothiazin-10-yl(1H-tetrazol-5-yl)-methyl]phenol
Molbank 2009, 2009(3), M621; doi:10.3390/M621
Received: 3 September 2009 / Accepted: 21 September 2009 / Published: 22 September 2009
PDF Full-text (23 KB) | Supplementary Files
Abstract
This present work aims at synthesizing a novel tetrazole from phenothiazine. Phenothiazine is converted into a nitrile by reacting it with 4-hydroxybenzaldehyde, sodium metabisulphite and sodium cyanide. The nitrile on treatment with NaN3/DMF yielded the corresponding tetrazole. The tetrazole obtained [...] Read more.
This present work aims at synthesizing a novel tetrazole from phenothiazine. Phenothiazine is converted into a nitrile by reacting it with 4-hydroxybenzaldehyde, sodium metabisulphite and sodium cyanide. The nitrile on treatment with NaN3/DMF yielded the corresponding tetrazole. The tetrazole obtained was characterized by IR, 1H NMR, EI-MS and elemental analysis. Full article
Open AccessShort Note A New Flavonoid Glycoside from Salix denticulata Aerial Parts
Molbank 2009, 2009(3), M622; doi:10.3390/M622
Received: 24 July 2009 / Accepted: 7 September 2009 / Published: 23 September 2009
Cited by 1 | PDF Full-text (170 KB) | Supplementary Files
Abstract
Abstract: A new flavonoid glycoside (1) has been isolated from the aerial parts of Salix denticulata (Salicaceae) together with five known compounds, β-sitosterol, 2,6-dihydroxy- 4-methoxy acetophenone, eugenol-1-O-β-D-glucopyranoside, 1-O-β-D-(3’-benzoyl) salicyl alcohol and luteolin-7-O-β-D-glucopyranosyl-(1-6)-glucopyranoside. The structure of 1 [...] Read more.
Abstract: A new flavonoid glycoside (1) has been isolated from the aerial parts of Salix denticulata (Salicaceae) together with five known compounds, β-sitosterol, 2,6-dihydroxy- 4-methoxy acetophenone, eugenol-1-O-β-D-glucopyranoside, 1-O-β-D-(3’-benzoyl) salicyl alcohol and luteolin-7-O-β-D-glucopyranosyl-(1-6)-glucopyranoside. The structure of 1 was elucidated as 2’,5-dihydroxy-3’-methoxyflavone-7-O-β-D-glucopyranoside by means of chemical and spectral data including 2D NMR studies. Full article

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