Hydrazine, dihydrochloride → N,N'-bis-[3-(5-nitro-2-furyl)-1-phenyl-4-pyrazolylcarbonyl]hydrazine

HRID 839243

Reaction equation

HRID 839243 reaction equation
[N+:1]([C:4]1[O:8][C:7]([C:9]2[C:13]([C:14](Cl)=[O:15])=[CH:12][N:11]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.Cl.[NH2:25][NH2:26]>O1CCOCC1.O>[N+:1]([C:4]1[O:8][C:7]([C:9]2[C:13]([C:14]([NH:25][NH:26][C:14]([C:13]3[C:9]([C:7]4[O:8][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=4)=[N:10][N:11]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH:12]=3)=[O:15])=[O:15])=[CH:12][N:11]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 17548Hydrazine, dihydrochlorideHCID 203259333-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazole-4-carbonyl chloride

Product 1

HCID 20326204N,N'-bis-[3-(5-nitro-2-furyl)-1-phenyl-4-pyrazolylcarbonyl]hydrazineYield 72%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Add a solution of 476 mg of 3-(5-nitro-2-furyl)-1-phenylpyrazole-4-carboxylic acid chloride in 25 ml of dioxane dropwise to 210 mg of hydrazine dihydrochloride in 2 ml of water, whereupon N,N'-bis-[3-(5-nitro-2-furyl)-1-phenyl-4-pyrazolylcarbonyl]hydrazine [m.p. 313° to 314° C (with decomposition) from dimethylformamide] precipitates with a yield of 72%.

Workup

  1. customwhereupon N,N'-bis-[3-(5-nitro-2-furyl)-1-phenyl-4-pyrazolylcarbonyl]hydrazine [m.p. 313° to 314° C (with decomposition) from dimethylformamide] precipitates with a yield of 72%

Sources & evidence

ORD record
ord-6bd410685736495ebf5b079274a6830e
Source dataset
uspto-grants-1978_06
Patent number
US04093812

Linked notes

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