Methyl iodide → HCID 86624032, compound

HRID 1012366Notes

Reaction equation

HRID 1012366 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:74]=[CH:73][C:12]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:20][C:21]2[CH:26]=[CH:25][C:24]([S:27][CH:28]([S:44][C:45]3[CH:50]=[CH:49][C:48]([O:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][O:58][C:59]4[CH:64]=[CH:63][C:62]([C:65]5[CH:70]=[CH:69][CH:68]=[CH:67][C:66]=5[C:71]#[N:72])=[CH:61][CH:60]=4)=[CH:47][CH:46]=3)[CH2:29][O:30][C:31]3[CH:36]=[CH:35][C:34]([S:37][C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][N:39]=4)=[CH:33][CH:32]=3)=[CH:23][CH:22]=2)=[CH:11][CH:10]=1)#[N:2].[CH3:75][I:76]>C(Cl)(Cl)Cl>[I-:76].[C:71]([C:66]1[CH:67]=[CH:68][CH:69]=[CH:70][C:65]=1[C:62]1[CH:63]=[CH:64][C:59]([O:58][CH2:57][CH2:56][CH2:55][CH2:54][CH2:53][CH2:52][O:51][C:48]2[CH:49]=[CH:50][C:45]([S:44][CH:28]([S:27][C:24]3[CH:23]=[CH:22][C:21]([O:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][O:13][C:12]4[CH:11]=[CH:10][C:9]([C:4]5[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=5[C:1]#[N:2])=[CH:74][CH:73]=4)=[CH:26][CH:25]=3)[CH2:29][O:30][C:31]3[CH:36]=[CH:35][C:34]([S:37][C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][N+:39]=4[CH3:75])=[CH:33][CH:32]=3)=[CH:46][CH:47]=2)=[CH:60][CH:61]=1)#[N:72]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 86624034HCID 86624034, compound

Product 1

HCID 86624032HCID 86624032, compoundYield 65.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Into 20 mL of chloroform was dissolved 10 g of 2-(4-(2,2-bis(4-(6-(4-(cyanophenyl)phenoxy)hexyloxy)phenylthio)ethoxy)phenylthio)pyridine, and then 10 mL of methyl iodide was added thereto. The resultant solution was then heated under reflux. After the completion of the reaction, the solvent and an excess amount of methyl iodide were removed by distillation under reduced pressure. The residue was dissolved in chloroform, and purified by silica gel column chromatography (yielded amount 7.5 g, and yield 65.9%).

Workup

  1. temperatureunder reflux
  2. customAfter the completion of the reaction
  3. customthe solvent and an excess amount of methyl iodide were removed by distillation under reduced pressure
  4. dissolutionThe residue was dissolved in chloroform
  5. custompurified by silica gel column chromatography (yielded amount 7.5 g, and yield 65.9%)

Sources & evidence

ORD record
ord-cb8b34acfdd14334b4c2a9834a437c84
Source dataset
uspto-grants-2011_07
Patent number
US07977491B2

Reaction notes

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