Diethyl Ether → 1-Methyl-5-methoxycarbonylpyrimidinium iodide

HRID 1681881Notes

Reaction equation

HRID 1681881 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][CH:8]=[N:9][CH:10]=1)=[O:4].C[I:12].[CH2:13](OCC)C>C(#N)C>[I-:12].[CH3:13][N+:7]1[CH:6]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:10]=[N:9][CH:8]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 253902Methyl pyrimidine-5-carboxylate

Product 1

HCID 200804231-Methyl-5-methoxycarbonylpyrimidinium iodide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-Methoxycarbonylpyrimidine (597 mg, 4.3 mmol) and methyliodide (1.6 ml, 26 mmol) were dissolved in acetonitrile (20 ml) in a stoppered flask and stirred at room temperature. After five days diethyl ether was added to precipitate red crystalline product 314 mg (26%), mp 167°-170° C. with effervescence. Calculated: C 30.02, H 3.24, N 10.00; found: C 29.88, H 3.30, N 10.07.

Workup

  1. customto precipitate red crystalline product 314 mg (26%), mp 167°-170° C. with effervescence

Sources & evidence

ORD record
ord-ef3703cc016f4b0198147aa4b0a66edc
Source dataset
uspto-grants-1992_12
Patent number
US05175166

Reaction notes

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