Ammonia → HCID 86757754, compound

HRID 1251532Notes

Reaction equation

HRID 1251532 reaction equation
[N:1]([C:10]1[N:11]=[N:12][C:13]([NH2:16])=[N:14][N:15]=1)=[N:2][C:3]1[N:4]=[N:5][C:6]([NH2:9])=[N:7][N:8]=1.CC1C=C(C)N(C2N=NC(N3C(C)=CC(C)=N3)=NN=2)N=1.NN.BrN1C(=O)CCC1=O.N.[CH3:48][S:49]([CH3:51])=[O:50]>C(#N)C>[N:2]([C:3]1[N:8]=[N:7][C:6]([NH2:9])=[N:5][N:4]=1)=[N:1][C:10]1[N:15]=[N:14][C:13]([NH2:16])=[N:12][N:11]=1.[CH3:48][S:49]([CH3:51])=[O:50]

Participants

8

Reactant 6

HCID 222AmmoniaHCID 679Dimethyl SulfoxideHCID 9321HydrazineHCID 67184N-bromobutanimideHCID 577984HCID 577984, compoundHCID 713613146,6'-Diazenediyldi(1,2,4,5-tetrazin-3-amine)

Product 1

HCID 86757754HCID 86757754, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The present invention further includes a process of preparing 3,3′-azobis(6-amino-1,2,4,5-tetrazine) including reacting 3,6-bis(3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazine with hydrazine to form a first intermediate product, reacting said first intermediate product with N-bromosuccinimide in acetonitrile to form a second intermediate product, reacting said second intermediate product with ammonia in DMSO to form a 3,3′-azobis(6-amino-1,2,4,5-tetrazine) DMSO solvate, and converting said 3,3′-azobis(6-amino-1,2,4,5-tetrazine) DMSO solvate to 3,3′-azobis(6-amino-1,2,4,5-tetrazine).

Workup

  1. customto form a first intermediate product
  2. customto form a second intermediate product

Sources & evidence

ORD record
ord-ab6f6a75f4f442288ced3841f3233535
Source dataset
uspto-grants-2002_01
Patent number
US06342589B1

Reaction notes

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