Allyl bromide → HCID 21450232, compound

HRID 596679Notes

Reaction equation

HRID 596679 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:21](Br)[CH:22]=[CH2:23]>CC(C)=O>[CH2:23]([O:1][C:2]1[CH:3]=[C:4]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)[CH:5]=[CH:6][CH:7]=1)[CH:22]=[CH2:21]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 19884680HCID 19884680, compound

Product 1

HCID 21450232HCID 21450232, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

i. A stirred mixture of finely powdered 6-(3-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone (13.1g, 0.07 mole), potassium carbonate (9.5g, 0.07 mole), allyl bromide (11.75 ml, 0.14 mole), and dry acetone (250 ml) was heated under reflux for 18 hours. Evaporation of the filtered solution under reduced pressure gave 6-(3-allyloxyphenyl)-4,5-dihydro-3(2H)-pyridazinone which was washed with ether (13.66g, 86%, m.p. 111°-113° C). Crystallisation from a small volume of ethanol gave the pure pyridazinone m.p. 112°-114° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. customEvaporation of the filtered solution under reduced pressure

Sources & evidence

ORD record
ord-5727f5626a58456fa1420ebabdb7bbac
Source dataset
uspto-grants-1977_03
Patent number
US04011321

Reaction notes

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