Formamidine acetate → 7-Fluoroquinazolin-4(3H)-one

HRID 2274149Notes

Reaction equation

HRID 2274149 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].C(O)(=O)C.[CH:16](N)=[NH:17]>C(O)C>[F:11][C:9]1[CH:10]=[C:2]2[C:3]([C:4](=[O:5])[NH:17][CH:16]=[N:1]2)=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 27249674-Fluoroanthranilic acid

Product 1

HCID 1353984967-Fluoroquinazolin-4(3H)-oneYield 82.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

25.0 g (0.156 mol) of 2-amino-4-fluorobenzoic acid and 33.0 g (0.317 mol) of formamidine acetate were suspended in 250 ml of ethanol. The reaction mixture was subsequently stirred under reflux for 16 h. Conventional work-up gave 21.1 g (Y=82%) of 7-fluoro-3H-quinazolin-4-one.

Workup

  1. temperatureunder reflux for 16 h

Sources & evidence

ORD record
ord-8abcc68230144ae3a55a4e690b8b88ed
Source dataset
uspto-grants-2015_09
Patent number
US09126952B2

Reaction notes

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