Methyl iodide → HCID 783123, compound

HRID 1391540Notes

Reaction equation

HRID 1391540 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:5]=2[NH:4][C:3]1=[S:14].[C:15]([O-])([O-])=O.[Na+].[Na+].CI>CC(C)=O>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:5]=2[N:4]=[C:3]1[S:14][CH3:15]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 21226931HCID 21226931, compound

Product 1

HCID 783123HCID 783123, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1-Methyl-5-nitro-1,3-dihydro-benzoimidazole-2-thione (5.16 g, 24.7 mmol), Na2CO3 (2.88 g, 27.2 mmol) and MeI (3.68 g, 25.94 mmol) in acetone (150 ml) was refluxed overnight. The mix was filtered hot and the filtrate was concentrated to about 50 ml, the product was collected by filtration and washed with a small amount of cold CH2Cl2, drying left 4.58 g as a mustard yellow solid: LC/MS(m/e) at 224.0 [M+H]+, Rt at 1.55 min.

Workup

  1. temperaturewas refluxed overnight
  2. filtrationThe mix was filtered hot
  3. concentrationthe filtrate was concentrated to about 50 ml
  4. filtrationthe product was collected by filtration
  5. washwashed with a small amount of cold CH2Cl2
  6. customdrying
  7. waitleft 4.58 g as a mustard yellow solid
  8. customat 1.55 min.

Sources & evidence

ORD record
ord-909da023be7442749d3241f060f71850
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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