Allyl bromide → HCID 21450232, compound

HRID 1579268Notes

Reaction equation

HRID 1579268 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

A stirred mixture of finely powdered 6-(3-hydroxyphenyl)-4,5-dihydro-3(2H)-pyridazinone (13.1 g, 0.07 mole), potassium carbonate (9.5 g, 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 either (13.66 g, 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-05c550bf6e7f41458cd962ba0183a743
Source dataset
uspto-grants-1976_01
Patent number
US03931177

Reaction notes

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