Journal of the Chemical Society. Perkin transactions I p. 2253 - 2256 (1994)
Update date:2022-08-04
Topics:
Tzeng, Cherng-Chyi
Wei, Dau-Chang
Hwang, Long-Chih
Cheng, Ming-Chu
Wang, Yu
A number of 5-benzyl-5H-imidazo<4,5-e>-1,2,4-triazine 1-oxides, bioisosteric isomers of antiviral 9-benzylpurines, have been prepared.Oxidation of 6-amino-5-benzylamino-3-methylsulfanyl-1,2,4-triazine 1, with excess of m-chloroperbenzoic acid afforded 6-amino-5-benzylamino-3-methylsulfonyl-1,2,4-triazine 1-oxide 2 in 75percent yield.The 3-methylsulfonyl group, which is a good leaving group, has been replaced with various nucleophiles to give 3-amino 4, 3-methoxy 5 and 3-hydrazino 8 derivatives.Oxidative dehydrazination of 8 with mercury(II) oxide (HgO) in ethanol gave 6-amino-5-benzylamino-1,2,4-triazine 1 oxide 9 in a moderate yield.The 1,2,4-triazine 1-oxides were then cyclized with triethyl orthoformate (TEOF) to afford the title compounds in 28-88percent yields.
View MoreTianjin Ingenochem Technology Co.,Ltd
Contact:+86-22-23677060
Address:Hitech Green Industry Park K2-9-602, Nankai district
Hangzhou Ocean Chemical Co., Ltd.
website:http://www.hzoceanchem.com
Contact:+86-571-88025872, 28272092, 28272096
Address:Room 623 ,Building No 1 , COFCO Radius Commercial Center Xiwen Road, Xiacheng District, Hangzhou, Zhejiang Province, China
Contact:+86-21-38122007
Address:2, Lane 1123, Kangqiao Road, Pudong New Area, Shanghai
Zibo Jujin Chemical Industry Co., Ltd.（Dongming Jujin Chemical Industry Co., Ltd. ）
Contact:+86-533-2975022
Address:No.99 Shanquan Road, Zhangdian District
jiangsu senxuan pharmaceutical and chemical co.,ltd
Contact:86-523-87982810
Address:hongqiao industrial zone,taixing,jiangsu china
Doi:10.1021/jo01269a041
(1968)Doi:10.1021/ol500781j
(2014)Doi:10.1016/j.bmc.2014.02.058
(2014)Doi:10.1021/ja501988b
(2014)Doi:10.1021/ol500696p
(2014)Doi:10.3762/bjoc.9.297
(2013)
