Methyl iodide → HCID 22174876, compound

HRID 1897003Notes

Reaction equation

HRID 1897003 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-9572978b0c6c47c1900362ff9ad7a3a9
Source dataset
uspto-grants-2013_08
Patent number
US08518999B2

Reaction notes

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