Journal of Organic Chemistry p. 5127 - 5132 (1985)
Update date:2022-07-30
Topics:
Boyle, Peter H.
Lockhart, Ronan J.
Reaction of 5-amino-7-(methylthio)furazano<3,4-d>pyrimidine (4) with a range of alcohols in the presence of bromine leads to the formation of the corresponding 5-amino-7-alkoxyfurazano<3,4-d>pyrimidines (5-10).These on hydrogenolysis afford 6-alkoxy-2,4,5-triaminopyrimidines, which can be condensed with benzil to give 2-amino-4-alkoxypteridines (17-21).The product from hydrogenolysis of 5-amino-7-(2-chloroethoxy)furazano<3,4-d>pyrimidine (7), however, undergoes intramolecular cyclization to a 2,3-dihydrooxazolo<3,2-c>pyrimidinium compound (23), which behaves as a heteronuclear resonance stabilized ambident cation.Reaction of it with nucleophiles followed by condensation with benzil leads to N3-substituted pteridines.
View MoreShandong Shouguang Songchuan Industrial Additives Co.,Ltd
Contact:+86-536-8566856
Address:Shouguang,Shandong,China
Hubei Sky Lake Chemical Co., Ltd.
Contact:+86-27-87385545
Address:Te-2, Xijiao Chemical Park, Yuekou Town, Tianmen, Hubei, China.
Nanjing Spring & Autumn Biological Engineering Co., Ltd.
Contact:86-180510-83338
Address:Suite# 210, No. 1 BuildingNanjing Agricultural Biotechnology High-tech Entrepreneurship Center, No. 4 Tongwei Road, Xuanwu District, Nanjing,China
Contact:+86-574-87065746
Address:10th Floor, No.787 Baizhang East Road,
Shanghai WinTide BioTechnology Co.,Ltd
Contact:86-21-37100630
Address:No. 908 Yunhe Road, Fengxian district, Shanghai
Doi:10.1016/0022-1139(96)03444-6
(1996)Doi:10.1021/jacs.1c06228
(2021)Doi:10.1021/jo01118a009
(1956)Doi:10.1007/BF00956082
()Doi:10.1002/chem.201902095
(2019)Doi:10.1007/BF00504400
(1985)