Post by Anders Hoveland on Jul 31, 2011 21:22:29 GMT -8
The final product would be 4-amino-pyrrolo[2,1-c]-1,2,3-triazole, which could be a useful scaffold. Presumably, it could be easily nitrated.
Although unsubstituted 1,2,3-triazole is impossible to directly nitrate, that amino group should activate the molecule to easy to nitration. 4-nitro-1,2,3-triazole, for example, is not only easily nitrated, but it is also simultaneously oxidized under the mixed-acid nitration conditions to 4,5-dinitro-1,2,3-triazole-1N-oxide.
That is to say that 4-amino-pyrrolo[2,1-c]-1,2,3-triazole would probably add three nitro groups under normal nitration conditions, without much difficulty.
The intermediate 2-[2N-connected-1,2,3-trazinyl]-acetamidinyl azide, with the structure (H2C2N3)CH2C(=NH)N3, would doubtless reversibly cyclize into the tetrazole. The alkaline conditions both allow the cyclization, and allow it to hydrolyze back. This side equilibrium should not effect final yields. Just boil the alkaline solution until nitrogen gas ceases to be liberated.
Well,here is my idea. With starting material FOX-7. The first step is easy, no need to explain more on it. The idea of the second, third step was from the synthesis of NOTO, TACOT,which is similiar with what you posted/ I believe that this is a great energetic material because basically this compound is formed with 2 molecular FOX-7.
Post by Anders Hoveland on Mar 17, 2012 23:30:51 GMT -8
Somewhat confused by your drawing. Are you suggesting converting the pyrrolo[2,1-c]-1,2,3-triazole scaffold into Fox-7 ? Because that would be very impractical, there are much easier ways to make Fox-7.
Not only that but the diazo bridge, -N=N-, cannot easily be oxidized to nitro groups. The amine groups would get oxidized first.
But I am happy that you agree with me that this would be a great energetic material.