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 MoreContact:(86) 731 88718666
Address:Room 1222, Unit 4, Building B, Shangcheng, No.47, Kaiyuan East Road.
Contact:+1-973-357-0577
Address:10 Taft Rd.
HaiNan Periwinkle Pharmaceutical Co.,Ltd.
website:http://www.cchpharm.com/en/index.html
Contact:020-82208978
Address:Gongye road,Wuzhishan city,HaiNan province
Contact:+86-579-85206992
Address:No 451 chouzhou north road ,room 1106 int'l business center , yiwu ,china
Shanghai Mintchem Development ., Ltd
Contact:0086 21 5190 8570
Address:R602,4#,89Nong, Mudan Road Pudong Shanghai China
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)