TY - JOUR
T1 - Novel synthetic route and characterization of [1, 2, 5]oxadiazolo-[3, 4-e][1, 2, 3, 4]tetrazine 4, 6-Di-N-oxide (FTDO)
AU - Li, Xiangzhi
AU - Wang, Bozhou
AU - Li, Hui
AU - Li, Yanan
AU - Bi, Fuqiang
AU - Huo, Huan
AU - Fan, Xuezhong
PY - 2012/10
Y1 - 2012/10
N2 - A novel synthetic route of [1,2,5]oxadiazolo[3,4-e][1,2,3,4]tetrazine 4,6-di-N-oxide (FTDO) was designed and FTDO was synthesized from 3,4-diaminofurazan (DAF) via the reactions of oxidation, condensation, nitration and cyclization with a total yield of 30.89%. FTDO and its intermediates were characterized by NMR, IR, MS and elemental analysis etc. The mechanism of cyclization was proposed and the conditions for the reaction of nitration and cyclization were optimized. It was found that the optimal conditions for the reaction of nitration were followed as: nitration reagent was 100% HN0 3, the reaction temperature was at 25°C for 2 h with a yield of 99.54%. The optimal conditions for the reaction of cyclization were followed as: the reaction temperature was at 55°C, the molar ratio of compound 4 and P2O5 was 1: 16, and the volume of solvent was 160 mL/g with a yield of 46.37%.
AB - A novel synthetic route of [1,2,5]oxadiazolo[3,4-e][1,2,3,4]tetrazine 4,6-di-N-oxide (FTDO) was designed and FTDO was synthesized from 3,4-diaminofurazan (DAF) via the reactions of oxidation, condensation, nitration and cyclization with a total yield of 30.89%. FTDO and its intermediates were characterized by NMR, IR, MS and elemental analysis etc. The mechanism of cyclization was proposed and the conditions for the reaction of nitration and cyclization were optimized. It was found that the optimal conditions for the reaction of nitration were followed as: nitration reagent was 100% HN0 3, the reaction temperature was at 25°C for 2 h with a yield of 99.54%. The optimal conditions for the reaction of cyclization were followed as: the reaction temperature was at 55°C, the molar ratio of compound 4 and P2O5 was 1: 16, and the volume of solvent was 160 mL/g with a yield of 46.37%.
KW - Characterization
KW - Synthesis
KW - [1,2,5]oxadiazolo[3,4-e][1,2,3,4]tetrazine 4,6-di-N-oxide
UR - http://www.scopus.com/inward/record.url?scp=84873321284&partnerID=8YFLogxK
U2 - 10.6023/cjoc201205019
DO - 10.6023/cjoc201205019
M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???
AN - SCOPUS:84873321284
SN - 0253-2786
VL - 32
SP - 1975
EP - 1980
JO - Chinese Journal of Organic Chemistry
JF - Chinese Journal of Organic Chemistry
IS - 10
ER -