Methyl iodide → 2-Methylthio-5-[1-(3-pyridyl)ethyl]-4-pyrimidone

HRID 1855863Notes

Reaction equation

HRID 1855863 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]([C:9]2[C:10](=[O:16])[NH:11][C:12](=[S:15])[NH:13][CH:14]=2)[CH3:8])[CH:2]=1.CI.[O-][CH2:20]C.[Na+]>C(O)C>[CH3:20][S:15][C:12]1[NH:11][C:10](=[O:16])[C:9]([CH:7]([C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[CH3:8])=[CH:14][N:13]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 2723922Sodium ethoxideHCID 13505307HCID 13505307, compound

Product 1

HCID 135053092-Methylthio-5-[1-(3-pyridyl)ethyl]-4-pyrimidone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Treatment of 5-(1-(3-pyridyl)ethyl)-2-thiouracil with methyl iodide and sodium ethoxide in ethanol at 0°, followed by acidification gave 2-methylthio-5-[1-(3-pyridyl)ethyl]-4-pyrimidone m.p. 201°-204°.

Workup

  1. customat 0°

Sources & evidence

ORD record
ord-fde1d3880e1d4f17893abaabbd032d44
Source dataset
uspto-grants-1980_08
Patent number
US04216318

Reaction notes

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