Methyl iodide → HCID 69787951, compound

HRID 488734Notes

Reaction equation

HRID 488734 reaction equation
[CH3:1][N:2]([CH3:19])[N:3]=[C:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH:5]1[CH2:10][C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=1.[CH3:20][I:21]>>[I-:21].[C:15]([C:14]1[CH:13]=[CH:12][C:11]([CH2:10][CH:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:4]2=[N:3][N+:2]([CH3:20])([CH3:1])[CH3:19])=[CH:18][CH:17]=1)#[N:16]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 69788456HCID 69788456, compound

Product 1

HCID 69787951HCID 69787951, compound

Procedure

4-[[2-(dimethylhydrazono)cyclohexyl]methyl]-benzonitrile (6.1 g) (0.024 mol) and methyl iodide (35 ml) were stirred overnight at RT. The precipitate was filtered, washed twice with ethyl ether, then with EtOH, and finally with pentane. After drying, 2-[2-[(4-cyanophenyl)methyl]-cyclohexylidene]-1,1,1-trimethyl-hydrazinium iodide was obtained as a white solid (7.8 g, mp=175° C.). 1H NMR (CDCl3): 7.55 (2H, d), 7.25 (2H, d), 3.7 (9H, s), 3.3 (1H, m), 3.15 (1H, dd), 2.8-2.5 (3H, m), 2.2-1.4 (6H, m).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed twice with ethyl ether
  3. customAfter drying

Sources & evidence

ORD record
ord-5371b8c54f474ab0baa4fb3b65a2c000
Source dataset
uspto-grants-2005_12
Patent number
US06974815B2

Reaction notes

Loading…