Methyl iodide → 1-(dibenzo[b,d]furan-4-yl)-4-methyl-1H-1,2,4-triazol-4-ium iodide

HRID 2364594Notes

Reaction equation

HRID 2364594 reaction equation
[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[C:4]([N:14]2[CH:18]=[N:17][CH:16]=[N:15]2)=[CH:3][CH:2]=1.[I:19][CH3:20]>C(OCC)(=O)C>[I-:19].[CH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[O:6][C:5]=2[C:4]([N:14]2[CH:18]=[N+:17]([CH3:20])[CH:16]=[N:15]2)=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 598590241-(dibenzo[b,d]furan-4-yl)-1H-1,2,4-triazole

Product 1

HCID 867623141-(dibenzo[b,d]furan-4-yl)-4-methyl-1H-1,2,4-triazol-4-ium iodideYield 43.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 1-(dibenzo[b,d]furan-4-yl)-1H-1,2,4-triazole (2.3 g, 9.78 mmol) and iodomethane (3.0 mL, 49 mmol) in ethyl acetate (20 mL) was heated at 55° C. for 60 h. After cooling to room temperature, the precipitate was collected by filtration to yield 1-(dibenzo[b,d]furan-4-yl)-4-methyl-1H-1,2,4-triazol-4-ium iodide (1.6 g, 43%) as a white solid.

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-6cfdc93e133d42568aea9cfaaa22958a
Source dataset
uspto-grants-2014_04
Patent number
US08692241B1

Reaction notes

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