Methyl iodide → HCID 20512424, compound

HRID 1164461Notes

Reaction equation

HRID 1164461 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=2[CH3:21])[C:10]1=[NH:22].[CH3:23]C(CC)=O.C(=O)([O-])O.[K+].C[I:34]>O>[IH:34].[CH3:20][C:19]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:21])[C:14]=1[N:11]1[CH2:12][CH2:13][N:9]([C:3]2[C:4]([CH3:8])=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])[C:10]1=[N:22][CH3:23]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 6569Methyl Ethyl KetoneHCID 516893Potassium BicarbonateHCID 112040802-Imidazolidinimine, 1,3-bis(2,6-dimethylphenyl)-

Product 1

HCID 20512424HCID 20512424, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 8.3 g (28.3 mmoles) of 1,3-bis(2',6'-dimethylphenyl)-2-imino-imidazolidine, prepared as described in Example 1, Method (a), 150 ml of methyl-ethyl-ketone, 10.0 g (0.1 moles) of potassium hydrogencarbonate and 1.85 ml (4.26 g, 30 mmoles) of methyl iodide is stirred at room temperature for 8 hours. The separated precipitate is filtered off, and the filtrate is evaporated in vacuo. The residue is combined with the precipitate obtained with the previous operation, suspended in 150 ml of water, allowed to stand for 2 hours, and then the insolubles are filtered off. 10.15 g (82.4%) of crude 1,3-bis(2',6'-dimethylphenyl)-2-methylimino-imidazolidine hydroiodide are obtained.

Workup

  1. customprepared
  2. filtrationThe separated precipitate is filtered off
  3. customthe filtrate is evaporated in vacuo
  4. customobtained with the previous operation
  5. waitto stand for 2 hours
  6. filtrationthe insolubles are filtered off

Sources & evidence

ORD record
ord-6bff46c2925f4e26a1c79751400a59ce
Source dataset
uspto-grants-1983_01
Patent number
US04369325

Reaction notes

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