Methanol → 4(1H)-Quinazolinone

HRID 1767149Notes

Reaction equation

HRID 1767149 reaction equation
[C:1]([O-:10])(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[NH4+:11].C([O-])([O-])OC.[CH3:17]O>>[N:4]1[C:3]2[C:2](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:1](=[O:10])[NH:11][CH:17]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 53629101MethylorthoformateHCID 6736264670346-37-1

Product 1

HCID 1354087534(1H)-QuinazolinoneYield 81%

Procedure

In a 2-mL volume stainless steel pressure-resistant vessel were placed 280 mg (1.8 mmol) of ammonium anthranilate (prepared in the same manner as in Reference Example 1), 400 mg (3.6 mmol) of methyl orthoformate, and 1.5 mL of methanol. 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 214 mg (reaction yield: 81%) of quinazolin-4-one.

Workup

  1. customIn a 2-mL volume stainless steel pressure-resistant vessel were placed

Sources & evidence

ORD record
ord-b2e795dc31064a299c1d4592b82795e1
Source dataset
uspto-grants-2007_06
Patent number
US07232903B2

Reaction notes

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