Bromine → 3(2H)-Pyridazinone

HRID 569774Notes

Reaction equation

HRID 569774 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[CH2:6][CH2:5][C:4](C2C=CC(N3C=CN=C3)=CC=2)=[N:3]1.OCC[N:23]1[C:28](=[O:29])[CH2:27][CH2:26][C:25](C2C=CC(N3C=CN=C3)=CC=2)=[N:24]1.BrBr>C(O)(=O)C>[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[CH:5][CH:4]=[N:3]1.[N:24]1[NH:23][C:28](=[O:29])[CH:27]=[CH:26][CH:25]=1

Participants

6

Reactant 3

HCID 24408BromineHCID 357537HCID 357537, compoundHCID 13233881HCID 13233881, compound

Product 2

HCID 681533(2H)-PyridazinoneHCID 12200169HCID 12200169, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Using the procedure of this Example, reaction of 4,5-dihydro-2-methyl-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinone and 4,5-dihydro-2-(2-hydroxyethyl)-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinone with bromine in acetic acid gives 6-[4-1H-imidazol-1-yl)phenyl]-2-methyl-3(2H)-pyridazinone (13e) and 2-(2-hydroxyethyl)-6-[4-1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinone respectively (13f).

Sources & evidence

ORD record
ord-a88493fbea9346318aed7c1ae6c3ea66
Source dataset
uspto-grants-1988_03
Patent number
US04734415

Reaction notes

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