2',4'-Dihydroxypropiophenone → 6-[4-(1-(2,4-dihydroxyphenyl)propylidene)aminophenyl]-4,5-dihydro-pyridazin-3(2H)one

HRID 1886319Notes

Reaction equation

[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9](=O)[CH2:10][CH3:11].[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH2:21][CH2:22][C:23](=[O:26])[NH:24][N:25]=2)=[CH:16][CH:15]=1>CC(N(C)C)=O>[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9](=[N:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH2:21][CH2:22][C:23](=[O:26])[NH:24][N:25]=2)=[CH:16][CH:15]=1)[CH2:10][CH3:11]

Participants

Conditions

Temperature: 140 °C

Procedure

A solution containing 1.0 g (0.006 mol) of 2',4'-dihydroxypropiophenone and 0.57 g (0.003 mol) of 6-(4-aminophenyl)-4,5-dihydropyridazin-3(2H)one in 10 ml of DMA was heated for 20 h at 140° C. The solvent was evaporated in vacuo and the residue was crystallized from ethanol. Yield 0.05 g (5%), m.p. 350° C. (decomp).

Workup

customThe solvent was evaporated in vacuo
customthe residue was crystallized from ethanol

Sources & evidence

ORD record: ord-d148bfbc2d51469689f8ee1820ea73cc
Source dataset: uspto-grants-1992_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05151420

Reaction notes

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