Formamidine acetate → 6,7-Difluoroquinazolin-4(3H)-one

HRID 2274151Notes

Reaction equation

HRID 2274151 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([F:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4](O)=[O:5].C(O)(=O)C.[CH:17](N)=[NH:18]>C(O)C>[F:12][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][C:9]=1[F:11])[N:1]=[CH:17][NH:18][C:4]2=[O:5]

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 7359652-Amino-4,5-difluorobenzoic acid

Product 1

HCID 1354713086,7-Difluoroquinazolin-4(3H)-oneYield 86%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

38.0 g (0.213 mol) of 2-amino-4,5-difluorobenzoic acid and 44.0 g (0.423 mol) of formamidine acetate were suspended in 300 ml of ethanol. The reaction mixture was subsequently stirred under reflux for 16 h. Conventional work-up gave 33.37 g (Y=84%) of 6,7-difluoro-3H-quinazolin-4-one.

Workup

  1. temperatureunder reflux for 16 h

Sources & evidence

ORD record
ord-74d48643b9344fe0a368098e217cb823
Source dataset
uspto-grants-2015_09
Patent number
US09126952B2

Reaction notes

Loading…