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Molbank, Volume 2009, Issue 3 (September 2009) – 21 articles

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Supplementary material:
Supplementary File 1 (MOL, 3 KiB)
Supplementary File 2 (INCHI, 984 B)
Supplementary File 3 (MOL, 3 KiB)

170 KiB

Open AccessShort Note

A New Flavonoid Glycoside from Salix denticulata Aerial Parts

by Usha Rawat, Sushma Semwal, Deepak Kumar Semwal, Ruchi Badoni and Amita Bamola

Molbank 2009, 2009(3), M622; https://doi.org/10.3390/M622 - 23 Sep 2009

Cited by 4 | Viewed by 7898

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 [...] 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

►▼ Show Figures

Figure 1

Supplementary material:
Supplementary File 1 (MOL, 3 KiB)
Supplementary File 2 (INCHI, 905 B)
Supplementary File 3 (MOL, 3 KiB)

23 KiB

Open AccessShort Note

Synthesis of 4-[10H-Phenothiazin-10-yl(1H-tetrazol-5-yl)-methyl]phenol

by Bathey R. Venkatraman and Helen P. Kavitha

Molbank 2009, 2009(3), M621; https://doi.org/10.3390/M621 - 22 Sep 2009

Cited by 2 | Viewed by 5340

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 [...] 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

Supplementary material:
Supplementary File 1 (MOL, 958 B)
Supplementary File 2 (INCHI, 288 B)
Supplementary File 3 (MOL, 923 B)

141 KiB

Open AccessShort Note

5-Chloro-4-iodo-1,3-dimethyl-1H-pyrazole

by Gytė Vilkauskaitė, Gernot A. Eller, Algirdas Šačkus and Wolfgang Holzer

Molbank 2009, 2009(3), M620; https://doi.org/10.3390/M620 - 21 Sep 2009

Cited by 2 | Viewed by 5607

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

►▼ Show Figures

Scheme 1

Supplementary material:
Supplementary File 1 (MOL, 3 KiB)
Supplementary File 2 (INCHI, 1011 B)
Supplementary File 3 (MOL, 3 KiB)
Supplementary File 4 (MOL, 3 KiB)
Supplementary File 5 (INCHI, 1009 B)
Supplementary File 6 (MOL, 3 KiB)

33 KiB

Open AccessShort Note

Regioselective Alkylation of an Oxonaphthalene-Annelated Pyrrol System

by Helmut Spreitzer and Christiane Puschmann

Molbank 2009, 2009(3), M619; https://doi.org/10.3390/M619 - 15 Sep 2009

Cited by 5 | Viewed by 5118

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

Supplementary material:
Supplementary File 1 (MOL, 1 KiB)
Supplementary File 2 (INCHI, 445 B)
Supplementary File 3 (MOL, 1 KiB)
Supplementary File 4 (MOL, 2 KiB)
Supplementary File 5 (INCHI, 644 B)
Supplementary File 6 (MOL, 2 KiB)

87 KiB

Open AccessShort Note

N-[(2-Chloro-6-methylquinolin-3-yl)methyl]aniline

by Suresh Kumar, Sandhya Bawa and Sushma Drabu

Molbank 2009, 2009(3), M618; https://doi.org/10.3390/M618 - 14 Sep 2009

Cited by 4 | Viewed by 5382

Quinolinyl amines are important organic compounds which possess a variety of pharmacological activities such as antimalarial, antifungal, hypotensive and antidepressant activity. Full article

►▼ Show Figures

Figure 1

Supplementary material:
Supplementary File 1 (MOL, 5 KiB)
Supplementary File 2 (INCHI, 2 KiB)
Supplementary File 3 (MOL, 5 KiB)

29 KiB

Open AccessShort Note

Synthesis of 3-Methyl-1-morpholin-4-ylmethyl-2,6-diphenylpiperidin-4-one

by Samiappan Sathish Kumar, Helen P. Kavitha and Bathey R. Venkatraman

Molbank 2009, 2009(3), M617; https://doi.org/10.3390/M617 - 10 Sep 2009

Viewed by 5244

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

Supplementary material:
Supplementary File 1 (MOL, 2 KiB)
Supplementary File 2 (INCHI, 779 B)
Supplementary File 3 (MOL, 2 KiB)

105 KiB

Open AccessShort Note

Mercuric(II) Acetate Oxidation of Steroidal Exocyclic α,β-Unsaturated Ketone: Transformation into a Cyclic Ether

by Pranab Ghosh, Antara Sarkar and Jayanta Das

Molbank 2009, 2009(3), M616; https://doi.org/10.3390/M616 - 01 Sep 2009

Cited by 1 | Viewed by 5252

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, [...] 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

Supplementary material:
Supplementary File 1 (MOL, 2 KiB)
Supplementary File 2 (INCHI, 641 B)
Supplementary File 3 (MOL, 2 KiB)

135 KiB

Open AccessShort Note

4,6-Diamino-5-[4-(dimethylamino)benzylidene]pyrimidin-2(5H)-one

by Gricela Lobo, Jaime Charris, Margaret Valderrama and Antonieta Taddei

Molbank 2009, 2009(3), M615; https://doi.org/10.3390/M615 - 31 Aug 2009

Cited by 1 | Viewed by 4960

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

Supplementary material:
Supplementary File 1 (MOL, 2 KiB)
Supplementary File 2 (INCHI, 814 B)
Supplementary File 3 (MOL, 2 KiB)

188 KiB

Open AccessShort Note

Synthesis and Characterization of a Novel 2-Pyrazoline

by Pramod Singh, Jagmohan S. Negi, Geeta Joshi Nee Pant, Mohan S. M. Rawat and Asha Budakoti

Molbank 2009, 2009(3), M614; https://doi.org/10.3390/M614 - 10 Aug 2009

Cited by 8 | Viewed by 8640

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

►▼ Show Figures

Scheme 1

Supplementary material:
Supplementary File 1 (MOL, 3 KiB)
Supplementary File 2 (INCHI, 804 B)
Supplementary File 3 (MOL, 3 KiB)

215 KiB

Open AccessShort Note

Synthesis of a 2-Furylpyrazoline Derivative Using Microwave Irradiation

by Balapragalathan Thappali Jothikrishnan and Suban Syed Shafi

Molbank 2009, 2009(3), M613; https://doi.org/10.3390/M613 - 10 Aug 2009

Viewed by 4917

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

Supplementary material:
Supplementary File 1 (MOL, 2 KiB)
Supplementary File 2 (INCHI, 462 B)
Supplementary File 3 (MOL, 2 KiB)
Supplementary File 4 (MOL, 2 KiB)
Supplementary File 5 (INCHI, 553 B)
Supplementary File 6 (MOL, 2 KiB)

225 KiB

Open AccessShort Note

Synthesis of Bis (1-Methyl-2-octynyl) Ether

by David Díaz Díaz and Víctor S. Martín

Molbank 2009, 2009(3), M612; https://doi.org/10.3390/M612 - 05 Aug 2009

Viewed by 8016

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

►▼ Show Figures

Scheme 1

Supplementary material:
Supplementary File 1 (MOL, 2 KiB)
Supplementary File 2 (INCHI, 695 B)
Supplementary File 3 (MOL, 2 KiB)

30 KiB

Open AccessShort Note

2-(4-Pentyloxyphenyl)benzothiazole

by Sie Tiong Ha, Teck Ming Koh, Siew Teng Ong, Teck Leong Lee and Yasodha Sivasothy

Molbank 2009, 2009(3), M611; https://doi.org/10.3390/M611 - 04 Aug 2009

Cited by 2 | Viewed by 5967

2-(4-Pentyloxyphenyl)benzothiazole was synthesized and its IR, ¹H NMR and MS spectroscopic data are presented. Full article

Supplementary material:
Supplementary File 1 (MOL, 2 KiB)
Supplementary File 2 (INCHI, 764 B)
Supplementary File 3 (MOL, 2 KiB)

87 KiB

Open AccessShort Note

2-(4-Heptyloxyphenyl)benzothiazole

by Sie-Tiong Ha, Teck-Ming Koh, Siew-Teng Ong, Teck-Leong Lee and Yasodha Sivasothy

Molbank 2009, 2009(3), M610; https://doi.org/10.3390/M610 - 30 Jul 2009

Viewed by 5862

2-(4-Heptyloxyphenyl)benzothiazole was synthesized and its IR, ¹H NMR and MS spectroscopic data are presented. Full article

Supplementary material:
Supplementary File 1 (MOL, 2 KiB)
Supplementary File 2 (INCHI, 632 B)
Supplementary File 3 (MOL, 2 KiB)

87 KiB

Open AccessShort Note

Synthesis of 2-(4-Propyloxyphenyl)benzothiazole

by Sie-Tiong Ha, Teck-Ming Koh, Siew-Teng Ong, Teck-Leong Lee and Yasodha Sivasothy

Molbank 2009, 2009(3), M609; https://doi.org/10.3390/M609 - 30 Jul 2009

Cited by 5 | Viewed by 6351

A new 2-(4-propyloxyphenyl)benzothiazole was synthesized and its IR, ¹H and ¹³C NMR and MS spectroscopic data are presented. Full article

Supplementary material:
Supplementary File 1 (MOL, 4 KiB)
Supplementary File 2 (INCHI, 1 KiB)
Supplementary File 3 (MOL, 4 KiB)

51 KiB

Open AccessShort Note

Synthesis of a New Liquid Crystal, 3-Hydroxy-4-{[(6-methoxy-1,3-benzothiazol-2-yl)imino]methyl}phenyl Palmitate

by Sie-Tiong Ha, Teck-Ming Koh, Siew-Teng Ong, Jun-Kit Beh and Lay-Khoon Ong

Molbank 2009, 2009(3), M608; https://doi.org/10.3390/M608 - 30 Jul 2009

Cited by 5 | Viewed by 6793

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

Supplementary material:
Supplementary File 1 (MOL, 2 KiB)
Supplementary File 2 (INCHI, 657 B)
Supplementary File 3 (MOL, 2 KiB)

128 KiB

Open AccessShort Note

Synthesis of 2-[4-(4-Chlorophenyl)piperazin-1-yl]-2-methylpropanoic Acid Ethyl Ester

by Hari N. Pati, Bijay K. Mishra and Vijay S. Satam

Molbank 2009, 2009(3), M607; https://doi.org/10.3390/M607 - 27 Jul 2009

Viewed by 5994

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

Supplementary material:
Supplementary File 1 (MOL, 3 KiB)
Supplementary File 2 (INCHI, 1 KiB)
Supplementary File 3 (MOL, 3 KiB)

29 KiB

Open AccessShort Note

Synthesis of a New Heterocycle with Liquid Crystal Properties: 2-(3-Methoxy-4-hexadecanoyloxyphenyl)benzothiazole

by Sie-Tiong Ha, Teck-Ming Koh, Siew-Teng Ong and Lay-Khoon Ong

Molbank 2009, 2009(3), M606; https://doi.org/10.3390/M606 - 21 Jul 2009

Cited by 2 | Viewed by 6076

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

Supplementary material:
Supplementary File 1 (MOL, 4 KiB)
Supplementary File 2 (INCHI, 1 KiB)
Supplementary File 3 (MOL, 4 KiB)

157 KiB

Open AccessShort Note

4,4’-[(2-Chlorophenyl)methylene]bis[1-phenyl-3-(trifluoromethyl)-1H-pyrazol-5-ol]

by Changbin Guo and Wolfgang Holzer

Molbank 2009, 2009(3), M605; https://doi.org/10.3390/M605 - 16 Jul 2009

Cited by 2 | Viewed by 5177

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

►▼ Show Figures

Figure 1

Supplementary material:
Supplementary File 1 (MOL, 4 KiB)
Supplementary File 2 (INCHI, 2 KiB)
Supplementary File 3 (MOL, 5 KiB)

81 KiB

Open AccessShort Note

Synthesis of (E)-2,4-Dinitro-N-((2E,4E)-4-phenyl-5-(pyrrolidin-1-yl)penta-2,4-dienylidene)aniline

by Nosratollah Mahmoodi, Manuchehr Mamaghani, Ali Ghanadzadeh, Majid Arvand and Mostafa Fesanghari

Molbank 2009, 2009(3), M604; https://doi.org/10.3390/M604 - 07 Jul 2009

Viewed by 6105

(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

Supplementary material:
Supplementary File 1 (MOL, 2 KiB)
Supplementary File 2 (INCHI, 648 B)
Supplementary File 3 (MOL, 2 KiB)

207 KiB

Open AccessShort Note

3-Methyl-1-phenyl-1H-pyrazol-5-yl 2-Bromo-3-furan-carboxylate

by Wolfgang Holzer, Changbin Guo and Karin Schalle

Molbank 2009, 2009(3), M603; https://doi.org/10.3390/M603 - 03 Jul 2009

Cited by 3 | Viewed by 5928

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 [...] 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

►▼ Show Figures

Scheme 1

Supplementary material:
Supplementary File 1 (MOL, 1 KiB)
Supplementary File 2 (INCHI, 328 B)
Supplementary File 3 (MOL, 1 KiB)

174 KiB

Open AccessShort Note

Preparation of 5-Bromo-2-naphthol: The Use of a Sulfonic Acid as a Protecting and Activating Group

by Renata Everett, Jillian Hamilton and Christopher Abelt

Molbank 2009, 2009(3), M602; https://doi.org/10.3390/M602 - 29 Jun 2009

Cited by 5 | Viewed by 7460

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 [...] 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

►▼ Show Figures

Scheme 1

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