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

HRID 855687Notes

Reaction equation

HRID 855687 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(Cl)Cl.CO.[CH:17]([NH2:19])=O>>[F:11][C:9]1[CH:10]=[C:2]2[C:3]([C:4](=[O:5])[NH:19][CH:17]=[N:1]2)=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 713FormamideHCID 27249674-Fluoroanthranilic acidHCID 21226129Dichloromethane methanol

Product 1

HCID 1353984967-Fluoroquinazolin-4(3H)-oneYield 82%

Procedure

A solution of 2-amino-4-fluorobenzoic acid (3 g, 19.3 mmol) in formamide (30 ml) was heated at 150° C. for 6 hours. The reaction mixture was poured onto ice/water 1/1 (250 ml). The precipitated solid was collected by filtration, washed with water and dried to give 7-fluoro-3,4-dihydroquinazolin-4-one (2.6 g, 82%).

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-d0de6a5303384f759beff5f780375f02
Source dataset
uspto-grants-2007_08
Patent number
US07262201B1

Reaction notes

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