词条 | 4-Quinolone |
释义 |
| ImageFile = 4-Quinolone.svg | ImageSize = 180px | ImageAlt = | IUPACName = | OtherNames = 1H-Quinolin-4-one |Section1={{Chembox Identifiers | CASNo = 529-37-3 | PubChem = 69141 | EC_number = 210-268-2 | UNII = M1O131WXFO | InChI=1S/C9H7NO/c11-9-5-6-10-8-4-2-1-3-7(8)9/h1-6H,(H,10,11) | InChIKey = PMZDQRJGMBOQBF-UHFFFAOYSA-N | SMILES = C1=CC=C2C(=C1)C(=O)C=CN2 }} |Section2={{Chembox Properties | C=9|H=7|N=1|O=1 | MolarMass = | Appearance = | Density = | MeltingPtC = 208-210 | BoilingPt = | Solubility = }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} }}4-Quinolone is an organic compound derived from quinoline. It and 2-quinolone are the two most important parent (meaning simplified) quinolones. 4-Quinolone exists in equilibrium with a minor tautomer, 4-hydroxyquinoline (CAS#611-36-9). Aside from pedagogical interest, 4-Quinolone is of little intrinsic value but its derivatives, the 4-quinolone antibiotics represent a large class of important drugs.[1]{{clear-left}} SynthesisThe chemical synthesis of quinolones often involves ring-closing reactions.[2] Such reactions often install a hydroxyl group (an –OH functional group) on the carbon across from the ring nitrogen (i.e., the C-4 positions). An example of such a synthesis is the Camps cyclization, which, depending on starting materials and reaction conditions, can give both 2-hydroxyquinolines (B) and 4-hydroxyquinolines (A) as shown. The hydroxyquinolines tautomerize to the quinolones. References1. ^Andriole, VT The Quinolones. Academic Press, 1989. 2. ^{{cite journal|title=Co(III)-Catalyzed Enaminone-Directed C-H Amidation for Quinolone Synthesis|author=Shi, Pengfei|author2=Wang, Lili|author3=Chen, Kehao|author4=Wang, Jie|author5=Zhu, Jin|journal= Organic Letters|year=2017|volume=19|pages=2418–2421|pmid=28425721| doi=10.1021/acs.orglett.7b00968}} 1 : 4-Quinolones |
随便看 |
|
开放百科全书收录14589846条英语、德语、日语等多语种百科知识,基本涵盖了大多数领域的百科知识,是一部内容自由、开放的电子版国际百科全书。