(E)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one

Nicholas Bailey; Alaina Atanes; Bradley O. Ashburn

doi:10.3390/m1184

(E)-3-(4-Chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one

Molbank ◽

10.3390/m1184 ◽

2021 ◽

Vol 2021 (1) ◽

pp. M1184

Author(s):

Nicholas Bailey ◽

Alaina Atanes ◽

Bradley O. Ashburn

Keyword(s):

Natural Products ◽

Ethyl Acetate ◽

Sodium Hydroxide ◽

Good Yield ◽

Aqueous Sodium Hydroxide ◽

Chemotherapeutic Agents ◽

Neglected Tropical Disease ◽

The Novel ◽

Aqueous Sodium ◽

Yield And Purity

Natural products known as chalcones show promise as chemotherapeutic agents for the neglected tropical disease known as leishmaniasis. Our objective is to synthesize new targets of opportunity that may lead to better treatments of this debilitating disease. Claisen-Schmidt condensation of 4-chlorobenzaldehyde with 2′-fluoro-4′-methoxyacetophenone using aqueous sodium hydroxide in ethanol yielded the novel compound (E)-3-(4-chlorophenyl)-1-(2-fluoro-4-methoxyphenyl)-2-propen-1-one. The product was obtained in good yield and purity after recrystallization from ethyl acetate/hexane. With the known antiparasitic properties of halogenated chalcones, this novel compound is suitable for antileishmanial activity study.

Preparation of 2-Methoxytetrahydropyran-3-one from Halogenated Dihydro- and Tetrahydropyran Precursors

Canadian Journal of Chemistry ◽

10.1139/v73-500 ◽

1973 ◽

Vol 51 (20) ◽

pp. 3354-3356 ◽

Cited By ~ 4

Author(s):

J. E. Roff ◽

R. K. Brown

Keyword(s):

Sodium Hydroxide ◽

Good Yield ◽

Sodium Methoxide ◽

Aqueous Sodium Hydroxide ◽

Cleavage Product ◽

Ring Cleavage ◽

Aqueous Sodium

The reaction of 5-halo-3,4-dihydro-2H-pyran with halogen and sodium methoxide gives in good yield the corresponding 3,3-dihalo-2-methoxytetrahydropyran. The latter, upon treatment with aqueous sodium hydroxide or sodium methoxide in methanol failed to provide 2-methoxytetrahydropyran-3-one but instead gave the 3-halo-2-methoxy-5,6-dihydro-2H-pyran. The ketone, 2-methoxytetrahydropyran-3-one was obtained by the treatment of 5-chloro-3,4-dihydro-2H-pyran with m-chloroperoxybenzoic acid followed by the addition of sodium methoxide.Attempts to prepare the 3,3-dibromo-2-methoxytetrahydropyran by the reaction of 3-bromo-2-methoxytetrahydropyran with bromine were unsuccessful, but gave the ring cleavage product, methyl 2,5-dibromopentanoate.

ChemInform Abstract: MECHANISMS OF POLYMER-SUPPORTED CATALYSIS. 4. ALKYLATION OF PHENYLACETONITRILE WITH 1-BROMOBUTANE CATALYZED BY AQUEOUS SODIUM HYDROXIDE AND POLYSTYRENE-BOUND BENZYLTRIMETHYLAMMONIUM IONS

Chemischer Informationsdienst ◽

10.1002/chin.198334137 ◽

1983 ◽

Vol 14 (34) ◽

Author(s):

T. BALAKRISHNAN ◽

W. T. FORD

Keyword(s):

Sodium Hydroxide ◽

Aqueous Sodium Hydroxide ◽

Aqueous Sodium ◽

Supported Catalysis ◽

Polymer Supported

Ion association of dilute aqueous sodium hydroxide solutions to 600�C and 300 MPa by conductance measurements

Journal of Solution Chemistry ◽

10.1007/bf00973780 ◽

1996 ◽

Vol 25 (8) ◽

pp. 711-729 ◽

Cited By ~ 66

Author(s):

Patience C. Ho ◽

Donald A. Palmer

Keyword(s):

Sodium Hydroxide ◽

Ion Association ◽

Aqueous Sodium Hydroxide ◽

Aqueous Sodium

Cycloalkylation of phenylacetonitrile with 1,4-dibromobutane catalyzed by aqueous sodium hydroxide and a new phase transfer reagent, Dq-Br

Applied Catalysis A General ◽

10.1016/s0926-860x(99)00503-7 ◽

2000 ◽

Vol 198 (1-2) ◽

pp. 127-137 ◽

Cited By ~ 12

Author(s):

Joseph Paul Jayachandran ◽

Maw-Ling Wang

Keyword(s):

Sodium Hydroxide ◽

Phase Transfer ◽

Aqueous Sodium Hydroxide ◽

Aqueous Sodium ◽

New Phase

Triple Helix of Scleroglucan in Dilute Aqueous Sodium Hydroxide

Polymer Journal ◽

10.1295/polymj.13.1135 ◽

1981 ◽

Vol 13 (12) ◽

pp. 1135-1143 ◽

Cited By ~ 90

Author(s):

Toshio Yanaki ◽

Takemasa Kojima ◽

Takashi Norisuye

Keyword(s):

Sodium Hydroxide ◽

Triple Helix ◽

Aqueous Sodium Hydroxide ◽

Aqueous Sodium

334. Reactions of aromatic nitro-compounds in alkaline media. Part V. Solutions of methyl picrate and 1,3,5-trinitrobenzene in aqueous sodium hydroxide in the absence of light

Journal of the Chemical Society (Resumed) ◽

10.1039/jr9640001710 ◽

1964 ◽

pp. 1710 ◽

Cited By ~ 4

Author(s):

V. Gold ◽

C. H. Rochester

Keyword(s):

Sodium Hydroxide ◽

Aqueous Sodium Hydroxide ◽

Nitro Compounds ◽

Alkaline Media ◽

Aqueous Sodium ◽

Aromatic Nitro Compounds ◽

Aromatic Nitro

Studies on the Syntheses of Spiro-dienone Compounds. III. Photolysis of 2-Halogeno-N-ethyl-4'-hydroxybenzanilide in Aqueous Sodium Hydroxide

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.21.2679 ◽

1973 ◽

Vol 21 (12) ◽

pp. 2679-2683 ◽

Cited By ~ 1

Author(s):

ZENICHI HORII ◽

YOSHIHIKO NAKASHITA ◽

KIMIKO KUNISAWA ◽

CHUZO IWATA

Keyword(s):

Sodium Hydroxide ◽

Aqueous Sodium Hydroxide ◽

Aqueous Sodium

ABSORPTION OF CARBON DIOXIDE WITH A FREELY FALLING AQUEOUS SODIUM HYDROXIDE SOLUTION DROP

Chemical Engineering Communications ◽

10.1080/00986449708936597 ◽

1997 ◽

Vol 159 (1) ◽

pp. 119-135 ◽

Cited By ~ 3

Author(s):

IZUMI TANIGUCHI ◽

JUNICHIROU KAWABATA ◽

KOICHI ASANO

Keyword(s):

Carbon Dioxide ◽

Sodium Hydroxide ◽

Sodium Hydroxide Solution ◽

Aqueous Sodium Hydroxide ◽

Aqueous Sodium Hydroxide Solution ◽

Aqueous Sodium ◽

Hydroxide Solution

The hydrolysis of phenylhydroxamic acid in concentrated aqueous sodium hydroxide

Tetrahedron Letters ◽

10.1016/s0040-4039(01)80024-1 ◽

1984 ◽

Vol 25 (7) ◽

pp. 777-778

Author(s):

V.S. Bhuva ◽

A.J. Buglass

Keyword(s):

Sodium Hydroxide ◽

Aqueous Sodium Hydroxide ◽

Aqueous Sodium ◽

Hydrolysis Of

Epimerization of reducing terminal groups of (1 → 2)-linked d-gluco- and d-manno-disaccharides in aqueous sodium hydroxide

Carbohydrate Research ◽

10.1016/s0008-6215(00)90583-4 ◽

1992 ◽

Vol 229 (2) ◽

pp. 369-375 ◽

Cited By ~ 4

Author(s):

Hidemitsu Kobayashi ◽

Nobuyuki Shibata ◽

Shigeko Konno ◽

Kanehiko Hisamicha ◽

Shigeo Suzuki

Keyword(s):

Sodium Hydroxide ◽

Aqueous Sodium Hydroxide ◽

Aqueous Sodium