Methyl iodide → HCID 22288830, compound

HRID 968293Notes

Reaction equation

HRID 968293 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[C:3]=1[NH:9][C:10]([NH:12][C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:20])=S.CI>C(O)C>[ClH:19].[Cl:20][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([Cl:19])[C:13]=1[NH:12][C:10]1[NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[C:3]=2[N:9]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 22288828HCID 22288828, compound

Product 1

HCID 22288830HCID 22288830, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Intermediate 1 was dissolved in ethanol and treated with 8 equivalents of methyl iodide. The mixture was heated to reflux for 8 h. After it cooled to RT, the reaction solution was filtered through activated carbon and the filtrate was concentrated in vacuo. The residue was treated with 0.5 N HCl and the precipitate was filtered off with suction after 30 min. The residue was stirred once more with EA and dried. The title compound was isolated in a yield of 47%. M.p.: 333-335° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 8 h
  3. filtrationthe reaction solution was filtered through activated carbon
  4. concentrationthe filtrate was concentrated in vacuo
  5. additionThe residue was treated with 0.5 N HCl
  6. filtrationthe precipitate was filtered off with suction after 30 min
  7. customdried

Sources & evidence

ORD record
ord-1e3ad2d7e4a8401c8823727ca614a1a2
Source dataset
uspto-grants-2005_10
Patent number
US06958357B2

Reaction notes

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