Formamide → 6-Iodoquinazolin-4-one

HRID 2221141Notes

Reaction equation

HRID 2221141 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>>[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

3

Reactant 2

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

Product 1

HCID 1354016666-Iodoquinazolin-4-one

Procedure

Reflux 2-amino-5-iodo-benzoic acid (Aldrich; 10 g, 38 mmol) in formamide (30 mL) at 120° C. for 18 h. Upon cooling to room temperature, the product is crystallized from the solvent. The product is collected via filtration and the resulting crystals are washed with ether providing the desired 9.2 g (89%) of the titled compound as a pale solid. MS ES+ m/e 273.0 (M+1).

Workup

  1. customthe product is crystallized from the solvent
  2. filtrationThe product is collected via filtration
  3. washthe resulting crystals are washed with ether providing the desired 9.2 g (89%) of the titled compound as a pale solid

Sources & evidence

ORD record
ord-084ae642cd8147a4b2b302b941d53f5a
Source dataset
uspto-grants-2008_05
Patent number
US07368445B2

Reaction notes

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