Allyl bromide → 5-Allyloxy-2-methylthiopyrimidine

HRID 1701766

Reaction equation

HRID 1701766 reaction equation
[OH:1][C:2]1[CH:3]=[N:4][C:5]([S:8][CH3:9])=[N:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[CH:17]=[CH2:18]>CC(C)=O>[CH2:18]([O:1][C:2]1[CH:3]=[N:4][C:5]([S:8][CH3:9])=[N:6][CH:7]=1)[CH:17]=[CH2:16]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 5883572-(Methylsulfanyl)pyrimidin-5-ol

Product 1

HCID 204834815-Allyloxy-2-methylthiopyrimidine

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

4.5 g of 5-hydroxy-2-methylthiopyrimidine, 9.0 g of potassium carbonate and 3.9 g of allyl bromide are together refluxed in 50 ml of acetone, with stirring, for 41/2 hours. The inorganic salts are removed by filtration, and the filtrate is concentrated under reduced pressure. The oil remaining yields, from petroleum ether, 5-allyloxy-2-methylthiopyrimidine, m.p. 41°-42°.

Workup

  1. customThe inorganic salts are removed by filtration
  2. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-4a63a30835ec4ac4a34a686e497a7d84
Source dataset
uspto-grants-1980_03
Patent number
US04195090

Linked notes

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