2,5-Hexanedione → N-(2,5-Dimethyl-1H-pyrrol-1-yl)-6-(1-piperazinyl)-3-pyridazinamine

HRID 1390004Notes

Reaction equation

HRID 1390004 reaction equation
Cl.[NH:2]([C:4]1[N:5]=[N:6][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:8][CH:9]=1)[NH2:3].C(OCC)(=O)C.[CH3:22][C:23](=O)[CH2:24][CH2:25][C:26](=O)[CH3:27]>C(O)(=O)C>[CH3:27][C:26]1[N:3]([NH:2][C:4]2[N:5]=[N:6][C:7]([N:10]3[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]3)=[CH:8][CH:9]=2)[C:23]([CH3:22])=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 80352,5-HexanedioneHCID 8857Ethyl AcetateHCID 20294650HCID 20294650, compound

Product 1

HCID 23275383N-(2,5-Dimethyl-1H-pyrrol-1-yl)-6-(1-piperazinyl)-3-pyridazinamine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 9.2 g (40 m moles) of 3-hydrazino-6-(1-piperazinyl)-pyridazine hydrochloride (m.p. 257° C.; prepared according to the procedure of U.K. Pat. No. 1.157.642), 3.28 g (40 m moles) of ethyl acetate and 4.82 g of 2,5-hexanedione in 100 ml of acetic acid is heated at 75° C. for 2 hours and then allowed to stand for two days at room temperature.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-834435c1ed5d49aabe62b7988fdc8773
Source dataset
uspto-grants-1981_01
Patent number
US04247551

Reaction notes

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