Hydrazine hydrate (1:1) → 3,6-di(hydrazino)-1,2,4,5-tetrazine

HRID 729199Notes

Reaction equation

HRID 729199 reaction equation
[N:1]([C:4]1[N:5]=[N:6][C:7]([N:10]=[N+:11]=[N-])=[N:8][N:9]=1)=[N+:2]=[N-].CC1C=C(C)N(C2N=NC(N3C(C)=CC(C)=N3)=NN=2)N=1.NN.O>>[NH:1]([C:4]1[N:5]=[N:6][C:7]([NH:10][NH2:11])=[N:8][N:9]=1)[NH2:2]

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 577984HCID 577984, compoundHCID 178514534HCID 178514534, compound

Product 1

HCID 119827513,6-di(hydrazino)-1,2,4,5-tetrazine

Procedure

The invention also includes a method for preparing 3,6-di(azido)-1,2,4,5-tetrazine. The method involves reacting 3,6-bis(3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazine with NH2NH2.H2O to form 3,6-di(hydrazino)-1,2,4,5-tetrazine (DHT), then reacting the 3,6-di(hydrazino)-1,2,4,5-tetrazine with an aqueous hydrochloric acid solution of NaNO2, thereby forming a crude reaction product comprising 3,6-di(azido)-1,2,4,5-tetrazine and solid impurities, and extracting the 3,6-di(azido)-1,2,4,5-tetrazine away from the impurities in the crude reaction product.

Sources & evidence

ORD record
ord-bad6b7ac787d4392981673cf6b4e96a8
Source dataset
uspto-grants-2009_09
Patent number
US07582273B1

Reaction notes

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