Water → 6-Iodoquinazolin-4-one

HRID 1372480Notes

Reaction equation

HRID 1372480 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].C(O)(=O)C.[CH:16](N)=[NH:17].O>C(O)C>[I:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[CH:16][NH:17][C:4]2=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 72911Benzoic acid, 2-amino-5-iodo-HCID 160693Formamidine acetate

Product 1

HCID 1354016666-Iodoquinazolin-4-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-amino-5-iodobenzoic acid (2.0 g, 7.6 mmol) and formamidine acetate (0.99 g, 9.5 mmol) in absolute ethanol (80 mL) was heated at reflux for 2 h. The reaction was then cooled in an ice bath, and water (10 mL) was added with stirring. The resultant precipitate was collected by filtration to afford the desired product as pale crystals. LC/MS 272.7 (M+1).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. temperatureThe reaction was then cooled in an ice bath
  4. filtrationThe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-6692b81c0cc14ef9a545a4b15d7d372e
Source dataset
uspto-grants-2007_01
Patent number
US07157490B2

Reaction notes

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