Hantzsch Pyrrole Synthesis
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Hantzsch Pyrrole Synthesis
The Hantzsch Pyrrole Synthesis, named for Arthur Rudolf Hantzsch, is the chemical reaction of β-ketoesters (1) with ammonia (or primary amines) and α-haloketones (2) to give substituted pyrroles (3). Pyrroles are found in a variety of natural products with biological activity, so the synthesis of substituted pyrroles has important applications in medicinal chemistry. Alternative methods for synthesizing pyrroles exist, such as the Knorr pyrrole synthesis, Knorr Pyrrole Synthesis and Paal-Knorr Synthesis. Mechanism Below is one published mechanism for the reaction: The mechanism starts with the amine (1) attacking the β carbon of the β-ketoesters (2), and eventually forming an enamine (3). The enamine then attacks the carbonyl carbon of the α-haloketone (4). This is followed by the loss of H2O, giving an imine (5). This intermediate undergoes an intramolecular nucleophilic attack, forming a 5-membered ring (6). Finally, a hydrogen is eliminated and the pi-bonds are r ...
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Arthur Rudolf Hantzsch
Arthur Rudolf Hantzsch (7 March 1857 – 14 March 1935) was a German chemist. Life and work Hantzsch studied chemistry in Dresden and graduated at the University of Würzburg under Johannes Wislicenus. As a professor, he taught at the Universities of Zürich, Würzburg und Leipzig Leipzig ( , ; Upper Saxon: ) is the most populous city in the German state of Saxony. Leipzig's population of 605,407 inhabitants (1.1 million in the larger urban zone) as of 2021 places the city as Germany's eighth most populous, as .... The Hantzsch pyridine synthesis, a multi-component organic reaction, is named after him, as is the Hantzsch pyrrole synthesis. His surname is correctly pronounced /Haːntʃ/ (rhymes with cattle ranch). References 1857 births 1935 deaths 20th-century German chemists Scientists from Dresden ETH Zurich faculty 19th-century German chemists {{Germany-chemist-stub ...
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N-Iodosuccinimide
''N''-Iodosuccinimide (NIS) is a reagent used in organic chemistry for the iodination of alkenes and as a mild oxidant. NIS is the iodine analog Analog or analogue may refer to: Computing and electronics * Analog signal, in which information is encoded in a continuous variable ** Analog device, an apparatus that operates on analog signals *** Analog electronics, circuits which use analog ... of ''N''-chlorosuccinimide (NCS) and ''N''-bromosuccinimide (NBS) which are used for similar applications. References {{DEFAULTSORT:Iodosuccinimide, N- Reagents for organic chemistry Succinimides Organoiodides ...
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HPS Scheme3
HPS may refer to: Education * Halepaghen Grammar School, in Buxtehude, Germany * Hamtramck Public Schools, in Michigan, United States * Hastings Public Schools (Nebraska), in the United States *Highline Public Schools, in Washington, United States * History and philosophy of science * Hyderabad Public School, in India * Habib Public School, in Pakistan Health and medicine * Hantavirus pulmonary syndrome. transmitted by rodents * Harris platelet syndrome * Health Physics Society * Health Protection Scotland * Heart Protection Study, a British clinical trial * Hermansky–Pudlak syndrome Technology * Handley Page HPS, a prototype aircraft * High-pressure sodium, a type of lamp * Hindawi Programming System * HPS stain, a tissue stain * Hydraulic power steering, a power steering system in automobiles * Ilford HPS, a type of photographic film Other uses * 3-hexulose-6-phosphate synthase * Croatian Mountaineering Association (Croatian: ') * Croatian Popular Party (Croatian: ') ...
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Organic Letters
''Organic Letters'' is a biweekly peer-reviewed scientific journal covering research in organic chemistry. It was established in 1999 and is published by the American Chemical Society. In 2014, the journal moved to a hybrid open access publishing model. The founding editor-in-chief was Amos Smith. Since 2019, Erick M. Carreira serves as the editor-in-chief. The journal is abstracted and indexed in: the Science Citation Index Expanded, Scopus, Academic Search Premier, BIOSIS Previews, Chemical Abstracts Service, EMBASE, and MEDLINE MEDLINE (Medical Literature Analysis and Retrieval System Online, or MEDLARS Online) is a bibliographic database of life sciences and biomedical information. It includes bibliographic information for articles from academic journals covering medic .... References External links * American Chemical Society academic journals Biweekly journals Organic chemistry journals Publications established in 1999 English-language journals {{chem-journ ...
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Flow Chemistry
In flow chemistry, a chemical reaction is run in a continuously flowing stream rather than in batch production. In other words, pumps move fluid into a reactor, and where tubes join one another, the fluids contact one another. If these fluids are reactive, a reaction takes place. Flow chemistry is a well-established technique for use at a large scale when manufacturing large quantities of a given material. However, the term has only been coined recently for its application on a laboratory scale by chemists and describes small pilot plants, and lab-scale continuous plants. Often, microreactors are used. Batch vs. flow Comparing parameter definitions in Batch vs Flow *Reaction stoichiometry: In batch production this is defined by the concentration of chemical reagents and their volumetric ratio. In flow this is defined by the concentration of reagents and the ratio of their flow rate. *Residence time: In batch production this is determined by how long a vessel is held at a give ...
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Journal Of Organic Chemistry
''The Journal of Organic Chemistry'', colloquially known as ''JOC'', is a peer-reviewed scientific journal for original contributions of fundamental research in all branches of theory and practice in organic and bioorganic chemistry. It is published by the publishing arm of the American Chemical Society, with 24 issues per year. According to the ''Journal Citation Reports'', the journal had a 2017 impact factor of 4.805 and it is the journal that received the most cites (100,091 in 2017) in the field of organic chemistry. According to Web of Knowledge (and as December 2012), eleven papers from the journal have received more than 1,000 citations, with the most cited paper having received 7,967 citations. The current editor-in-chief is Scott J. Miller from Yale University. Indexing ''J. Org. Chem.'' is currently indexed in: See also *Organic Letters *Organometallics ''Organometallics'' is a biweekly journal published by the American Chemical Society. Its area of focus is ...
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Indole
Indole is an aromatic heterocyclic organic compound with the formula C8 H7 N. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered pyrrole ring. Indole is widely distributed in the natural environment and can be produced by a variety of bacteria. As an intercellular signal molecule, indole regulates various aspects of bacterial physiology, including spore formation, plasmid stability, resistance to drugs, biofilm formation, and virulence. The amino acid tryptophan is an indole derivative and the precursor of the neurotransmitter serotonin. General properties and occurrence Indole is a solid at room temperature. It occurs naturally in human feces and has an intense fecal odor. At very low concentrations, however, it has a flowery smell, and is a constituent of many perfumes. It also occurs in coal tar. The corresponding substituent is called indolyl. Indole undergoes electrophilic substitution, mainly at position 3 (see diagra ...
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HPS Scheme2
HPS may refer to: Education * Halepaghen Grammar School, in Buxtehude, Germany * Hamtramck Public Schools, in Michigan, United States * Hastings Public Schools (Nebraska), in the United States *Highline Public Schools, in Washington, United States * History and philosophy of science * Hyderabad Public School, in India * Habib Public School, in Pakistan Health and medicine * Hantavirus pulmonary syndrome. transmitted by rodents * Harris platelet syndrome * Health Physics Society * Health Protection Scotland * Heart Protection Study, a British clinical trial * Hermansky–Pudlak syndrome Technology * Handley Page HPS, a prototype aircraft * High-pressure sodium, a type of lamp * Hindawi Programming System * HPS stain, a tissue stain * Hydraulic power steering, a power steering system in automobiles * Ilford HPS, a type of photographic film Other uses * 3-hexulose-6-phosphate synthase * Croatian Mountaineering Association (Croatian: ') * Croatian Popular Party (Croatian: ') ...
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Tetrahedron Letters
''Tetrahedron Letters'' is a weekly international journal for rapid publication of full original research papers in the field of organic chemistry. According to the ''Journal Citation Reports'', the journal has a 2020 impact factor of 2.415. Indexing ''Tetrahedron Letters'' is indexed in: References See also *''Tetrahedron In geometry, a tetrahedron (plural: tetrahedra or tetrahedrons), also known as a triangular pyramid, is a polyhedron composed of four triangular faces, six straight edges, and four vertex corners. The tetrahedron is the simplest of all the o ...'' *'' Tetrahedron: Asymmetry'' Chemistry journals Weekly journals Publications established in 1959 Elsevier academic journals {{chem-journal-stub ...
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HPS Scheme 1
HPS may refer to: Education * Halepaghen Grammar School, in Buxtehude, Germany * Hamtramck Public Schools, in Michigan, United States * Hastings Public Schools (Nebraska), in the United States *Highline Public Schools, in Washington, United States * History and philosophy of science * Hyderabad Public School, in India * Habib Public School, in Pakistan Health and medicine * Hantavirus pulmonary syndrome. transmitted by rodents * Harris platelet syndrome * Health Physics Society * Health Protection Scotland * Heart Protection Study, a British clinical trial * Hermansky–Pudlak syndrome Technology * Handley Page HPS, a prototype aircraft * High-pressure sodium, a type of lamp * Hindawi Programming System * HPS stain, a tissue stain * Hydraulic power steering, a power steering system in automobiles * Ilford HPS, a type of photographic film Other uses * 3-hexulose-6-phosphate synthase * Croatian Mountaineering Association (Croatian: ') * Croatian Popular Party (Croatian: ') ...
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Silver Nitrate
Silver nitrate is an inorganic compound with chemical formula . It is a versatile precursor to many other silver compounds, such as those used in photography. It is far less sensitive to light than the halides. It was once called ''lunar caustic'' because silver was called ''luna'' by ancient alchemists who associated silver with the moon. In solid silver nitrate, the silver ions are three- coordinated in a trigonal planar arrangement. Synthesis and structure Albertus Magnus, in the 13th century, documented the ability of nitric acid to separate gold and silver by dissolving the silver. Indeed silver nitrate can be prepared by dissolving silver in nitric acid followed by evaporation of the solution. The stoichiometry of the reaction depends upon the concentration of nitric acid used. :3 Ag + 4 HNO3 (cold and diluted) → 3 AgNO3 + 2 H2O + NO :Ag + 2 HNO3 (hot and concentrated) → AgNO3 + H2O + NO2 The structure of silver nitrate has been examined by X-ray crystallography sever ...
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