Journal of the Chemical Society. Perkin transactions I p. 239 - 244 (1992)
Update date:2022-07-30
Topics:
Golec, Julian M. C.
Scrowston, Richard M.
Dunleavy, Michael
6-Phenyl-1H-pyrazolo<3,4-d>pyrimidin-3(2H)-one 16 has been prepared and converted into its 3-chloro 6, 3-thioxo 17 and 3-methylthio derivatives 9.Each of these could be converted into the 3-hydrazino derivative 3, cyclisation of which with carbon disulfide or triethyl orthoformate generated the fused 1,2,4-triazoles 23 and 20, respectively.Alternatively, the hydrazino derivative 3 gave a substituted hydrazide 26 or thiosemicarbazide 25, from which the 1,2,4-triazoles 21 and 22 respectively were obtained.The equilibrium between 3-azido-6-phenyl-1H-pyrazolo<3,4-d>pyrimidine 5 and 2-phenyl-9H-tetrazolo<1',5':1,5>pyrazolo<3,4-d>pyrimidine 27 was studied. 3-Diazo-4-methyl-6-phenyl-1H-pyrazolo<3,4-d>pyrimidine 29 was prepared by diazotisation of the corresponding amine 1 and converted into the 3-azido compound 4, which could not be cyclised to form a tetrazole.Finally, the diazo compound 29 readily formed the pyrimido<5',4':4,5>pyrazolo<3,2-c><1,2,4>triazine derivatives 32 and 33, when treated with pentane-2,4-dione and ethyl acetoacetate respectively.
View MoreWuhan Jadechem International Trade Co.,Ltd.
website:http://www.jadechem-intl.com
Contact:+86-27-83527060
Address:Room 502,Building C11,Software new city No.8,Huacheng Avenue,East Lake High-tech development zone,Wuhan,Hubei,China
BrightGene Bio-Medical Technology Co., Ltd.
website:https://en.bright-gene.com/
Contact:+86-512-62551801
Address:Building C25 - C31, No. 218 Xinghu Road, Suzhou Industrial Park, Suzhou, Jiangsu, China.
Shanghai Norky Pharmaceutical Co., LTD.
website:http://www.norkypharm.com
Contact:86-21-61075300
Address:1165 Jiangning Road, Office 1502, Shanghai, China
Zhonghao (dalian) Research and Design Institute of Chemical Industry Co., Ltd
Contact:+86 411 84674606
Address:201, Huangpu Road , Shahekou District, Dalian ,116023-China
JIANGXI AIFEIMU TECHNOLOGY CO.,LTD
Contact:+86-570-6040289
Address:FINECHEMICAL PARK,ZIBU TOWN,WANNIAN COUNTY,JIANGXI PROV.,CHINA,ZIP
Doi:10.1016/0031-9422(90)87104-3
(1990)Doi:10.1016/S0040-4020(01)00781-5
(2001)Doi:10.1021/ja037546g
(2003)Doi:10.1021/ja00774a049
(1972)Doi:10.1016/S0040-4039(01)93992-9
(1972)Doi:10.1002/poc.4040
(2020)