Methyl iodide → HCID 22174876, compound

HRID 1064540Notes

Reaction equation

HRID 1064540 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[N:12]=[CH:11][N:10]=[C:9]([SH:13])[N:8]=1.[C:14](=O)([O-])[O-].[Na+].[Na+].IC>CC(C)=O>[CH3:14][S:13][C:9]1[N:8]=[C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[N:12]=[CH:11][N:10]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 178527892HCID 178527892, compound

Product 1

HCID 22174876HCID 22174876, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a stirred suspension of the product of step 1 (0.707 g, 3.72 mmol) in acetone (36 mL) was added sodium carbonate (0.79 g, 7.5 mmol) followed by iodomethane (0.35 mL, 5.6 mmol). After overnight stirring, the reaction was filtered free of undissolved solid and concentrated to afford product as light brown solid: 1H NMR (DMSO-d6) δ 9.13 (s, 1H), 8.84-8.76 (m, 1H), 8.55-8.43 (m, 1H), 8.11-8.00 (m, 1H, 7.69-7.60 (m, 1H), 2.63 (s, 3H) ppm.

Workup

  1. filtrationthe reaction was filtered free of undissolved solid
  2. concentrationconcentrated
  3. customto afford product as light brown solid

Sources & evidence

ORD record
ord-da937a06b3ce40bbb73ea17c83b90793
Source dataset
uspto-grants-2005_11
Patent number
US06969728B2

Reaction notes

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