Triethylamine → 3,6-bis(2-Chlorophenyl)-1,2-dihydro-1-methyl-1,2,4,5-tetrazine

HRID 2209423Notes

Reaction equation

HRID 2209423 reaction equation
S(O)(O)(=O)=O.[CH3:6][NH:7][NH2:8].C(N(CC)CC)C.Cl[C:17](=[N:25][N:26]=[C:27](Cl)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[Cl:34])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:24]>C(O)C>[Cl:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[C:17]1[NH:8][N:7]([CH3:6])[C:27]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[Cl:34])=[N:26][N:25]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 150853Bis(alpha,2-dichlorobenzylidene)hydrazineHCID 165286Methylhydrazine sulfate

Product 1

HCID 129127163,6-bis(2-Chlorophenyl)-1,2-dihydro-1-methyl-1,2,4,5-tetrazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The suspension containing 3.74 g (0.026 mol) of methylhydrazine sulfate, 11.9 ml (0.086 mol) of triethylamine in 11.2 ml of abs. ethanol is boiled under reflux while portionwise adding 1.12 g (0.0032 mol) of bis(alpha,2-dichlorobenzylidene)hydrazine.

Workup

  1. temperatureunder reflux

Sources & evidence

ORD record
ord-dc737d946fda42009b06b406289dfb1e
Source dataset
uspto-grants-1995_10
Patent number
US05455237

Reaction notes

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