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

HRID 2244083Notes

Reaction equation

HRID 2244083 reaction equation
C(O)(=O)C.[CH:5]([NH2:7])=[NH:6].N[C:9]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:10]=1[C:11](O)=[O:12]>C(OC(O)C)C>[F:18][C:16]1[CH:17]=[C:9]2[C:10]([C:11](=[O:12])[NH:6][CH:5]=[N:7]2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 27249674-Fluoroanthranilic acid

Product 1

HCID 1353984967-Fluoroquinazolin-4(3H)-oneYield 89%

Reagents, catalysts & solvents 1

HCID 101298981-EthoxyethanolSolvent

Procedure

Formamidine acetate (31.2 g, 300 mmol) and 2-amino-4-fluorobenzoic acid (23.3 g, 150 mmol) are heated at reflux in ethoxyethanol for 16 h. The crude product is poured into saturate sodium bicarbonate solution. The solid is collected, washed, and dried, affording the titled 7-Fluoro-3H-quinazolin-4-one (21.8 g, 89%).

Workup

  1. concentrationinto saturate sodium bicarbonate solution
  2. customThe solid is collected
  3. washwashed
  4. customdried

Sources & evidence

ORD record
ord-b30608c7c1ff4d31b3e699677d91fc86
Source dataset
uspto-grants-2010_03
Patent number
US07678803B2

Reaction notes

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