| 词条 | Acylhydrazine | ||
| 释义 |
Acylhydrazines are a class of organic compounds and can be regarded as nitrogen derivatives of carboxylic acids having the general structure R-CO-NR1-NR2R3, where R1, R2 and R3 can be organic radicals or hydrogen. They are analogous to an amide, but the -OH portion of a carboxylic acid is replaced by hydrazine rather than ammonia (one less hydrogen at the point of attachment). Acylhydrazines are a type of hydrazides. PreparationCarboxylic hydrazides can be prepared by reacting acyl halides with hydrazine (or correspondingly substituted hydrazines) or by reduction of N-nitroso carboxamides.[2] PropertiesCarboxylic hydrazides are stable, polar solids and partially pharmacologically active.[2] UseAcylhydrazines are intermediates in chemical syntheses, for example in the synthesis of nitrogen heterocycles and acyl azides.[3] An applied example is a synthesis of sunitinib begins by mixing 5-fluoroisatin slowly into hydrazine hydrate.[4] After 4 hours at 110 °C, the indole ring structure has been broken into (2-amino-5-fluoro-phenyl)-acetic acid hydrazide with reduction of the ketone at the 3-position. Subsequent annelation in strong acid creates the 1,3-dihydro-2-oxo indole structure required for the drug. References1. ^{{cite web|url=http://www.chemicalbook.com/ChemicalProductProperty_EN.aspx?CBNumber=CB0727806|title=ChemicalBook:2-(4-ethylphenoxy)acetylhydrazide}} 2. ^1 Siegfried Hauptmann: Organische Chemie, 2. Auflage, VEB Deutscher Verlag für Grundstoffindustrie, Leipzig, 1985, S. 425, {{ISBN|3-342-00280-8}}. 3. ^Siegfried Hauptmann: Organische Chemie, 2. Auflage, VEB Deutscher Verlag für Grundstoffindustrie, Leipzig, 1985, S. 426, {{ISBN|3-342-00280-8}}. 4. ^{{cite web|url=http://www.patentlens.net/patentlens/structured.cgi?patnum=US_6573293#show|title=US patent 6573293}} References 2 : Hydrazides|Functional groups |
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