2-Phenyl 2-OXAZOLIN-5 one

Phenylmercunc chlonde, conversion to phenyltnchloromethylmercury by reaction with sodium tn-chloroacetate 46, 98 2 Phenyl 2 oxazolin-5 one, 47,... 

In a variation of this synthetic method 2-phenyl-2-oxazoline-5-one is treated with heterocyclic amines in refluxing tetrahydrofuran to give 6, which on cyclization gives the corresponding 5-heteroarylamino-2-phenyloxazole.61... 

Rao3 recently reported that aromatic aldehydes condense with hip-puric acid in polyphosphoric acid (PPA) to give the generally inaccessible lower-melting geometric isomers of 4-aryl-methylene-2-phenyl-2-oxazolin-5-ones, e.g., 1, Eq. (1). The Erlenmeyer method and its minor variations, such as use of 4-chloromethylene or 4-ethoxy-methylene azlactones, always afford the geometric isomer,1,2 e.g., 2. Compound 2 is quantitatively isomerized to 1 in PPA [Eq. (2)]. The... 

Warnhoff and coworkers48 oxygenated 4-isobutylidene-2-phenyl-2-oxazolin-5-one (19) in the presence of triethylamine. The resulting product undergoes decarboxylation to form the imide [20, Eq. (11)]. 

Isopropyl-4 linalyl-2-phenyl-2-oxazolin-5-one refluxed 3 hrs. in benzene 2-geranyl-4 isopropyl-2-phenyl-3-oxazolin-5-one. Y ca. 100%. F. e. s. B. Kubel, G. Hbfle, aid W. Steglidi, Ang. Ch. 87, 64 (1975). 

Cl-S6-C 0N5 0 -6 4-(5-chloro-2-thenylidene)-2-phenyl-2-oxazolin-5-one 4-(5-chloro-2-thenyl-idene)-2-phenyl-5-oxazolone C 274 406 4.1 4.6 C112 8073... 

Phenyl-2-oxazolin-5-one undergoes ready 4,4-substitution with activated alkyl halides. " Oxidation of the a,a-dialkylated hippuric acids obtained from hydrolysis of the oxazolinones then yields symmetrical ketones (Scheme 17). 

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