Formamide → 7-Fluoroquinazolin-4(3H)-one

HRID 639962Notes

Reaction equation

HRID 639962 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].O.[CH:13]([NH2:15])=O>>[F:11][C:9]1[CH:10]=[C:2]2[C:3]([C:4](=[O:5])[NH:15][CH:13]=[N:1]2)=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 713FormamideHCID 962WaterHCID 27249674-Fluoroanthranilic acid

Product 1

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

Procedure

2-Amino-4-fluorobenzoic acid (7.75 g, 50 mmol) was heated in formamide (50 ml) at 150° C. for 8 hours. Water (50 ml) was added to the reaction mixture and the solid recovered by filtration, washed with water and dried in vacuo (50° C., 0.1 mm Hg) to yield 7-fluoroquinazolin-4-(3H)-one (7.3 g, 89% yield):

Workup

  1. filtrationthe solid recovered by filtration
  2. washwashed with water
  3. customdried in vacuo (50° C., 0.1 mm Hg)

Sources & evidence

ORD record
ord-6ac714a35daa4c2babd2824ab1dab882
Source dataset
uspto-grants-2010_04
Patent number
US07691867B2

Reaction notes

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