Methyl iodide → HCID 69789338, compound

HRID 488733Notes

Reaction equation

HRID 488733 reaction equation
[CH3:1][N:2]([CH3:18])[N:3]=[C:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH:5]1[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([Br:17])=[CH:13][CH:12]=1.[CH3:19][I:20]>>[I-:20].[Br:17][C:14]1[CH:15]=[CH:16][C:11]([CH2:10][CH:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:4]2=[N:3][N+:2]([CH3:19])([CH3:1])[CH3:18])=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 69788121HCID 69788121, compound

Product 1

HCID 69789338HCID 69789338, compound

Procedure

2-[(4-bromophenyl)methyl]-cyclohexanone dimethylhydrazone (16.2 g) (0.052 mol) and methyl iodide (60 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-bromophenyl)methyl]-cyclohexylidene]-1,1,1-trimethyl-hydrazinium iodide was obtained as a white solid (11.9 g, mp=173° C.). 1H NMR (CDCl3): 7.40 (2H, d), 7.05 (2H, d), 3.7 (9H, s), 3.3-3.1 (1H, m), 3.05 (1H, dd), 2.85-2.45 (3H, m), 2.15-1.4 (6H, m).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed twice with ethyl ether
  3. dry with materialwith EtOH, and finally with pentane After drying

Sources & evidence

ORD record
ord-02634808762c497895128e6fa7e42f10
Source dataset
uspto-grants-2005_12
Patent number
US06974815B2

Reaction notes

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