Formamide → 6-Iodoquinazolin-4-one

HRID 877076Notes

Reaction equation

HRID 877076 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4](O)=[O:5].[CH:12]([NH2:14])=O>O>[I:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[CH:12][NH:14][C:4]2=[O:5]

Participants

4

Reactant 2

HCID 713FormamideHCID 72911Benzoic acid, 2-amino-5-iodo-

Product 1

HCID 1354016666-Iodoquinazolin-4-oneYield 81%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2-amino-5-iodobenzoic acid (14.2 g, 50 mmol) and formamide (100 mL) was refluxed for 10 hours. After cooling to room temperature, water (100 mL) was added. The solid product was collected by filtration, washed with water. Further drying in a vacuum provided 6-Iodo-4-quinazolinone (11 g, 81%) as a gray solid.

Workup

  1. filtrationThe solid product was collected by filtration
  2. washwashed with water
  3. customFurther drying in a vacuum

Sources & evidence

ORD record
ord-cc4553807c0e4c1fa41981a6e7ced10b
Source dataset
uspto-grants-2015_03
Patent number
US08987284B2

Reaction notes

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