Transformation of 4??(1??dimethylaminoethylidene)??2??phenyl??5 (4H)??oxazolone into methyl 2??benzoylamino??3??oxobutanoate. The synthesis of 1??substituted 4?? …

…, AŠ Hvala, B Stanovnik

Index: Bratusek, Urska; Hvala, Ales; Stanovnik, Branko Journal of Heterocyclic Chemistry, 1998 , vol. 35, # 6 p. 1281 - 1284

Full Text: HTML

Citation Number: 16

Abstract

Abstract Methyl 2-benzoylamino-3-oxobutanoate (3) was prepared from hippuric acid (1) which was converted with N, N-dimethylacetamide and phosphorus oxychloride into 4-(1- dimethylaminoethylidene)-2-phenyl-5 (4H)-oxazolone (2) followed by hydrolysis with hydrochloric acid in methanol. Compound 3 was treated with hydrazines 4 to give 4- benzoylamino-3-methyl-1H-pyrazol-5 (2H)-one (6a) and its 1-substituted derivatives 6b-j. ...

Related Articles:

Rhodium carbene routes to oxazoles and thiazoles. Catalyst effects in the synthesis of oxazole and thiazole carboxylates, phosphonates, and sulfones

[Shi, Baolu; Blake, Alexander J.; Lewis, William; Campbell, Ian B.; Judkins, Brian D.; Moody, Christopher J. Journal of Organic Chemistry, 2010 , vol. 75, # 1 p. 152 - 161]

Pd-catalyzed enantioselective synthesis of quaternary α-amino acid derivatives using a phenylalanine-derived P-chirogenic diaminophosphine oxide

[Nemoto, Tetsuhiro; Harada, Teisuke; Matsumoto, Takayoshi; Hamada, Yasumasa Tetrahedron Letters, 2007 , vol. 48, # 36 p. 6304 - 6307]

Pd-catalyzed enantioselective synthesis of quaternary α-amino acid derivatives using a phenylalanine-derived P-chirogenic diaminophosphine oxide

[Nemoto, Tetsuhiro; Harada, Teisuke; Matsumoto, Takayoshi; Hamada, Yasumasa Tetrahedron Letters, 2007 , vol. 48, # 36 p. 6304 - 6307]

Acyl??lacton??Umlagerung, XV. Über die Umlagerung von 4??Acyl??oxazolonen??(5)

[Korte,F.; Stoeriko,K. Chemische Berichte, 1960 , vol. 93, p. 1033 - 1042]

Hydroxyalkylation and acylation reactions of methyl hippurate

[Harding, Kenn E.; Moreno, Louis N.; Nace, V. Mark Journal of Organic Chemistry, 1981 , vol. 46, # 13 p. 2809 - 2812]

More Articles...