HCID 23030470, compound → 6-Iodoquinazolin-4-one

HRID 1767157Notes

Reaction equation

HRID 1767157 reaction equation
[I:1][C:2]1[CH:10]=[C:6]([C:7]([O-])=[O:8])[C:5]([NH2:11])=[CH:4][CH:3]=1.[NH4+:12].[CH:13]([O-])([O-])OC>C(O)CCC>[I:1][C:2]1[CH:10]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:11]=[CH:13][NH:12][C:7]2=[O:8]

Participants

4

Reactant 2

HCID 23030470HCID 23030470, compoundHCID 53629101Methylorthoformate

Product 1

HCID 1354016666-Iodoquinazolin-4-oneYield 67.7%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

In a 2-mL volume glass vessel equipped with a reflux condenser were placed 530 mg (1.9 mmol) of ammonium 5-iodoanthranilate (prepared in the same manner as in Reference Example 4), 403 mg (3.8 mmol) of methyl orthoformate, and 1.5 mL of n-butyl alcohol. The reaction was carried out at 120° C. for 2 hours. After the reaction was complete, the reaction mixture was cooled to room temperature and analyzed (according to absolute quantitative analysis) by high performance liquid chromatography. There was produced 350 mg (reaction yield: 67%) of 6-iodoquinazolin-4-one.

Workup

  1. customIn a 2-mL volume glass vessel equipped with a reflux condenser

Sources & evidence

ORD record
ord-95407e871fde4eaea768906ba316b9a0
Source dataset
uspto-grants-2007_06
Patent number
US07232903B2

Reaction notes

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