Sodium ethoxide → HCID 178467468, compound

HRID 2045727Notes

Reaction equation

HRID 2045727 reaction equation
Cl[C:2]1[N:11]=[C:10]([OH:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([I:13])[CH:8]=2)[N:3]=1.[CH3:14][CH2:15][O-:16].[Na+]>CCO>[CH2:15]([O:16][C:2]1[N:11]=[C:10]([OH:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([I:13])[CH:8]=2)[N:3]=1)[CH3:14]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 1785178192-chloro-6-iodo-1H-quinazolin-4-one

Product 1

HCID 178467468HCID 178467468, compoundYield 84.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

2-Chloro-6-iodoquinazolin-4-ol (3.5 g, 11.42 mmol) was suspended in EtOH and treated with an ethanolic solution of NaOEt (21%, 12.8 ml, 34.3 mmol). The mixture was irradiated at 150° C. in a microwave for 2 h, then was cooled to 20° C. The precipitated product was collected by filtration, and washed with aqueous HCl (1 N) and water. After drying under vacuum, the title compound (3.04 g, 84%) was obtained as a yellow solid. LCMS (ES+) m/z 317 (M+H)+.

Workup

  1. customThe mixture was irradiated at 150° C. in a microwave for 2 h
  2. filtrationThe precipitated product was collected by filtration
  3. washwashed with aqueous HCl (1 N) and water
  4. customAfter drying under vacuum

Sources & evidence

ORD record
ord-5d879832791b4203a6561a67dce91c8e
Source dataset
uspto-grants-2013_11
Patent number
US08591878B2

Reaction notes

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