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HANTZSCH ESTER

Hantzsch ester

Chemical compound

Hantzsch ester refers to an organic compound with the formula HN(MeC=C(CO2Et))2CH2 where Me = methyl (CH3) and Et = ethyl (C2H5). It is a light yellow

Hantzsch ester

Hantzsch_ester

Hantzsch pyridine synthesis

Chemical reaction

in 1881 by Arthur Rudolf Hantzsch. A 1,4-dihydropyridine dicarboxylate is also called a 1,4-DHP compound or a Hantzsch ester. These compounds are an important

Hantzsch pyridine synthesis

Hantzsch_pyridine_synthesis

1,4-Dihydropyridine

Chemical compound

pyridine, but N-alkylpyridinium cations: CH2(CH=CR)2NR' → C5H3R2NR' + H− Hantzsch ester Dihydropyridine receptor Ryanodine receptor "1,4-dihydropyridine - Compound

1,4-Dihydropyridine

Hantzsch

Surname list

parent hydrides Hantzsch pyridine synthesis, multi-component organic reaction between an aldehyde a β-keto ester and a nitrogen donor Hantzsch pyrrole synthesis

Hantzsch

Arthur Rudolf Hantzsch

German chemist (1857–1935)

Arthur Rudolf Hantzsch (7 March 1857 – 14 March 1935) was a German chemist. Hantzsch studied chemistry in Dresden and graduated at the University of Würzburg

Arthur Rudolf Hantzsch

Arthur_Rudolf_Hantzsch

Asymmetric hydrogenation

Chemical reaction

activating step, then reduced by conjugate addition of hydride from the Hantzsch ester. Proposed organocatalytic mechanism Much of the asymmetric hydrogenation

Asymmetric hydrogenation

Asymmetric_hydrogenation

Transfer hydrogenation

Addition of non-molecular hydrogen to a compound

has been described by the group of List in 2004 in a system with a Hantzsch ester as hydride donor and an amine catalyst: In this particular reaction

Transfer hydrogenation

Transfer_hydrogenation

Ultrasound

Sound waves with frequencies above the human hearing range

make the reaction faster. In 2008, Atul Kumar reported synthesis of Hantzsch esters and polyhydroquinoline derivatives via multi-component reaction protocol

Ultrasound

Sonochemistry

Ultrasound effects on chemical activity

ring-opening reaction. Atul Kumar has reported multicomponent reaction Hantzsch ester synthesis in Aqueous Micelles using ultrasound. Some water pollutants

Sonochemistry

Pinacol coupling reaction

Organic chemical reaction

catalytic amounts of titanocene dichloride, and stoichiometric amounts of Hantzsch ester as the sacrificial reductant, to allow the diastereoselective pinacol

Pinacol coupling reaction

Pinacol_coupling_reaction

Hydrogenation of carbon–nitrogen double bonds

Organocatalytic reduction of these substrates is possible using a Hantzsch ester and a chiral phosphoric acid catalyst. Imine hydrogenation provides

Hydrogenation of carbon–nitrogen double bonds

Hydrogenation_of_carbon–nitrogen_double_bonds

Pyrrole

Organic ring compound (C4H4NH)

been described. Three routes dominate, but many other methods exist. The Hantzsch pyrrole synthesis is the reaction of β-ketoesters (1) with ammonia (or

Pyrrole

Semicorrin

aminocatalysts discovered independently by MacMillan and List, which employ Hantzsch ester as the hydride source; and more recently Cramer's chiral diazaphospholenes

Semicorrin

List of organic reactions

principle or Hammond postulate Hantzsch pyrrole synthesis Hantzsch dihydropyridine synthesis, Hantzsch pyridine synthesis Hantzsch pyridine synthesis, Gattermann–Skita

List of organic reactions

List_of_organic_reactions

Pyridines

Class of chemical substances

one-pot reaction for pyridine synthesis based on the Hantzsch reaction starts from acetoacetic ester and an aldehyde. The reaction is performed under microwaves

Pyridines

Α-Halo ketone

Functional group in organic chemistry

synthesized by reaction of halo ketones with dicarbonyls and ammonia in the Hantzsch pyrrole synthesis. Verhé, Roland; De Kimpe, Norbert (1983). "Synthesis

Α-Halo ketone

Α-Halo_ketone

Knoevenagel condensation

Organic chemical reaction

reaction would induce self-condensation of the aldehyde or ketone. The Hantzsch pyridine synthesis, the Gewald reaction and the Feist–Benary furan synthesis

Knoevenagel condensation

Knoevenagel_condensation

Knorr pyrrole synthesis

Chemical reaction

α-amino-ketone (1) and a compound containing an electron-withdrawing group (e.g. an ester as shown) α to a carbonyl group (2). The mechanism requires zinc and acetic

Knorr pyrrole synthesis

Knorr_pyrrole_synthesis

Organoantimony-based Lewis acids

Examples of catalytic activity of Lewis acidic antimony compounds in (top) hydrogenation of quinoline using Hantzsch ester and (bottom) Ritter reaction.

Organoantimony-based Lewis acids

Organoantimony-based_Lewis_acids

IUPAC nomenclature of organic chemistry

System for naming organic chemical compounds

CH3F3N+ is trifluoromethylammonium. Chemistry portal Descriptor (chemistry) Hantzsch–Widman nomenclature International Union of Biochemistry and Molecular Biology

IUPAC nomenclature of organic chemistry

IUPAC_nomenclature_of_organic_chemistry

Paal–Knorr synthesis

Chemical reaction

macrocyclic fused furans. Hantzsch pyrrole synthesis Knorr pyrrole synthesis Feist–Benary synthesis Volhard–Erdmann cyclization Hantzsch pyridine synthesis Paal

Paal–Knorr synthesis

Paal–Knorr_synthesis

Pyridine

Heterocyclic aromatic organic compound

of pyridine derivatives was described in 1881 by Arthur Rudolf Hantzsch. The Hantzsch pyridine synthesis typically uses a 2:1:1 mixture of a β-keto acid

Pyridine

Zomepirac

Withdrawn non-steroidal anti-inflammatory drug

modification of the Hantzsch pyrrole synthesis to give intermediate 1. Saponification, monoesterification, and thermal decarboxylation gives ester 2. This is acylated

Zomepirac

Rainer Ludwig Claisen

German chemist (1851–1930)

Leipzig, 1885; Anschütz, Distillation Under Reduced Pressure, Bonn 1887; Hantzsch, these Annals 249: 57.) The use of a short Hempel's column during vacuum

Rainer Ludwig Claisen

Rainer_Ludwig_Claisen

Rosoxacin

Antibiotic

generation quinolone. The synthesis of rosoxacin begins with a modified Hantzsch pyridine synthesis employing as component parts ammonium acetate, two equivalents

Rosoxacin

Outline of organic chemistry

Overview of and topical guide to organic chemistry

Gassman indole synthesis Gutknecht pyrazine synthesis Hantzsch dihydropyridine synthesis Hantzsch pyrrole synthesis Hegedus indole synthesis Heine reaction

Outline of organic chemistry

Outline_of_organic_chemistry

Reductions with hydrosilanes

Methods of hydrogenation and hydrogenolysis of organic compounds

all- trans -Isomers of 1,2,3,4-Tetrahydropyridines and Piperidines from Hantzsch-Type 1,4-Dihydropyridines". Synthesis. 1985 (2): 210–212. doi:10.1055/s-1985-31160

Reductions with hydrosilanes

Reductions_with_hydrosilanes

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HANTZSCH ESTER

Estera

Girl/Female

Australian, Polish

Estera

Star; Myrtle Leaf

Estera

Ester

Girl/Female

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Ester

Star; Saved the Jews from Annihilation in Persia; Myrtle Leaf; Form of Persian Esther

Ester