Sodium Methoxide → HCID 178491881, compound

HRID 652583Notes

Reaction equation

HRID 652583 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[C:5]([Cl:17])[CH:6]=[C:7]([O:15][CH3:16])[C:8]=2[O:13][CH3:14])[N:3]=1.C[O-:19].[Na+]>CO>[Cl:1][C:2]1[N:11]=[C:10]([OH:19])[C:9]2[C:4](=[C:5]([Cl:17])[CH:6]=[C:7]([O:15][CH3:16])[C:8]=2[O:13][CH3:14])[N:3]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 13914717HCID 13914717, compound

Product 1

HCID 178491881HCID 178491881, compoundYield 9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2,4,8-trichloro-5,6-dimethoxyquinazoline (2.0 g, 0.0068 moles), sodium methoxide (0.367 g, 0.0068 moles) and methanol (100 ml) was stirred at reflux for 3 hours. The solvent was removed in vacuo and the residue was treated with water (50 ml), followed by acidification with glacidal acetic acid. The resulting aqueous mixture was extracted with dichloromethane (3×100 ml) and the combined organic extracts were dried over anhydrous sodium sulfate. After filtration and removal of solvent in vacuo the residue was recrystallized twice from methanol. The crystals were dried under vacuum at 40° C. to afford the product (0.168 g), mp 252°-253° C.

Workup

  1. temperatureat reflux for 3 hours
  2. customThe solvent was removed in vacuo
  3. additionthe residue was treated with water (50 ml)
  4. extractionThe resulting aqueous mixture was extracted with dichloromethane (3×100 ml)
  5. dry with materialthe combined organic extracts were dried over anhydrous sodium sulfate
  6. filtrationAfter filtration and removal of solvent in vacuo the residue
  7. customwas recrystallized twice from methanol
  8. customThe crystals were dried under vacuum at 40° C.

Sources & evidence

ORD record
ord-80e7a09a7b3d46aba4ab6c546e253048
Source dataset
uspto-grants-1987_06
Patent number
US04672116

Reaction notes

Loading…