Methyl iodide → HCID 178481290, compound

HRID 1607500Notes

Reaction equation

HRID 1607500 reaction equation
[OH:1][N:2]=[CH:3][C:4]1[N:8]=[CH:7][N:6]([CH3:9])[N:5]=1.[I:10][CH3:11]>CN(C)C=O.O1CCCC1>[I-:10].[CH3:9][N+:6]1[N:5]=[C:4]([CH:3]=[N:2][OH:1])[N:8]([CH3:11])[CH:7]=1

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 136054880HCID 136054880, compound

Product 1

HCID 178481290HCID 178481290, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
35 °C

Procedure

A solution formed of 3.0 grams of the 3-(hydroxyimino)methyl-1-methyl-1,2,4-triazole made above in 20 ml of dry dimethylformamide was treated with 2.96 ml of iodomethane in 40 ml of dry tetrahydrofuran. After stirring under exclusion of light for four days at 35° C., the mixture was filtered to provide 5.41 grams of 1,4-dimethyl-3-(hydroxyimino)methyl-1,2,4-triazolium iodide as a colorless solid melting at 187° C. with decomposition. This salt was ion exchanged in Amberlite Cl- anion exchange resin to give the chloride salt melting at 201°-202° C. with decomposition.

Workup

  1. filtrationthe mixture was filtered

Sources & evidence

ORD record
ord-fd8339ca90b14d60aa5af831f2643b2b
Source dataset
uspto-grants-1989_09
Patent number
US04865837

Reaction notes

Loading…