Convenient preparation of N??substituted 2??amino??4H??3, l??benzoxazin??4??ones and 3??substituted 2, 4 (1H, 3H)??quinazolinediones

EP Papadopoulos, CD Torres

Index: Papadopoulos, E. P.; Torres, C. D. Journal of Heterocyclic Chemistry, 1982 , vol. 19, p. 269 - 272

Full Text: HTML

Citation Number: 43

Abstract

Abstract Room temperature treatment of 2-(3-arylureido) benzoic acids (1) and methyl 2-(3- alkyl-, or 3-arylureido)-benzoates (2) with concentrated sulfuric acid leads to N-substituted 2- amino-4H-3, l-benzoxazin-4-ones (3) in generally very good yields. The isomeric 3- substituted 2, 4 (1H, 3H)-quinazolinediones (4) are conveniently made in high yield by the action of aqueous-ethanolic sodium hydoxide on 2.

~97%

~99%

~94%

~63%

~89%

~98%

~88%

~10%

~96%

Palladium-catalyzed cyclocarbonylation of o-iodoanilines wit...

[Larksarp, Chitchamai; Alper, Howard Journal of Organic Chemistry, 2000 , vol. 65, # 9 p. 2773 - 2777]

Rearrangement of 4-imino-(1H, 4H)-3, 1-benzoxazine-2-ones to...

[Azizian, Javad; Mehrdad, Morteza; Jadidi, Khosrow; Sarrafi, Yaghob Tetrahedron Letters, 2000 , vol. 41, # 27 p. 5265 - 5268]

Chinazolinone, 3. Mitt.: α-Alkylolamide aus Aziden der China...

[Domanig,R. Monatshefte fuer Chemie, 1982 , vol. 113, p. 213]

One??pot synthesis of quinazoline??2, 4 (1H, 3H)??diones and...

[Dou, Guo-Lan; Wang, Man-Man; Huang, Zhi-Bin; Shi, Da-Qing Journal of Heterocyclic Chemistry, 2009 , vol. 46, # 4 p. 645 - 649]

3-(1, 1-Dioxo-2 H-(1, 2, 4)-benzothiadiazin-3-yl)-4-hydroxy-...

[Reddy, Ch. K.; Reddy, P. S. N.; Ratnam, C. V. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987 , vol. 26, # 1-12 p. 882 - 883]