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 MoreShanghai Dianyang Industry Co.,ltd
Contact:+86 21 6492 4669
Address:Chejing RD, Songjiang District, Shanghai, China
Shanghai Science Peptide Biological Technology Co.,ltd
website:http://www.scipeptide.com
Contact:+86-21-51099675
Address:No.8 Changyang Rd
Contact:+86-710-3516804
Address:Number 83,Panggong road,Xiangcheng District,Xiangyang ,Hubei
Jiangsu Cale New Material Co.ltd
Contact:+86-515-88334667/88203550
Address:Zhongshan 3rd Road, Coastal Chemical Industry Park, Yancheng, Jiangsu, China
ZhangJiaGang YaRui Chemical Co.,Ltd.
Contact:0512-58360968
Address:China JiangSu Province Zhang Jia Gang City YangShe Oriental Plaza Building 10 B307
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)
