Tetrahydrofuran → HCID 178420134, compound

HRID 2354471Notes

Reaction equation

HRID 2354471 reaction equation
Cl.[C:2]([NH2:10])(=[NH:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C[O-].[Na+].O1[CH2:18][CH2:17][CH2:16][CH2:15]1>>[C:3]1([C:2]2[NH:9][CH:15]=[C:16]([C:17]3[CH:18]=[CH:5][C:4]4[C:16](=[CH:17][CH:18]=[CH:2][CH:3]=4)[CH:15]=3)[N:10]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 80289Benzamidine, hydrochlorideHCID 10942334Sodium Methoxide2×

Product 1

HCID 178420134HCID 178420134, compound

Procedure

Benzamidine hydrochloride and an equimolar amount of sodium methylate were heated under reflux in tetrahydrofuran for 1 hour. After cooling, a tetrahydrofuran solution of an equimolar amount of ω-bromo-2-acetonaphthone was added dropwise thereto so that the temperature did not exceed 30° C., and then an equimolar amount of sodium methylate was further added, followed by heating under reflux for 1 hour. After removal of the solvent by distillation under reduced pressure, the residue was washed with water and subjected to recrystallization from acetonitrile to obtain grayish blue crystals.

Workup

  1. temperatureAfter cooling
  2. customdid not exceed 30° C.
  3. temperatureby heating
  4. temperatureunder reflux for 1 hour
  5. customAfter removal of the solvent
  6. distillationby distillation under reduced pressure
  7. washthe residue was washed with water
  8. customsubjected to recrystallization from acetonitrile
  9. customto obtain grayish blue crystals

Sources & evidence

ORD record
ord-0d1b513a51b34c5a8eab3f6e2aee046c
Source dataset
uspto-grants-2010_07
Patent number
US07754105B2

Reaction notes

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