HCID 23030469, compound → 4(3H)-Quinazolinone, 6-chloro-

HRID 1767153Notes

Reaction equation

HRID 1767153 reaction equation
[Cl: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>CO>[Cl: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 23030469HCID 23030469, compoundHCID 53629101Methylorthoformate

Product 1

HCID 1354022734(3H)-Quinazolinone, 6-chloro-Yield 94.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 2-mL volume stainless steel pressure-resistant vessel were placed 340 mg (1.8 mmol) of ammonium 5-chloroanthranilate (prepared in the same manner as in Reference Example 3), 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 307 mg (reaction yield: 94%) of 6-chloroquinazolin-4-one.

Workup

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

Sources & evidence

ORD record
ord-bede34a16338400a8019c875ab91dd49
Source dataset
uspto-grants-2007_06
Patent number
US07232903B2

Reaction notes

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