Formamide → 7-Fluoroquinazolin-4(3H)-one
Reaction equation
[CH3:1][N-:2]C.[NH2:4][C:5]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:6]=1[C:7](O)=[O:8].C(N)=O>O>[F:14][C:12]1[CH:13]=[C:5]2[C:6]([C:7](=[O:8])[NH:2][CH:1]=[N:4]2)=[CH:10][CH:11]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 180 °C
Procedure
A catalytic amount (1 ml) of N,N-dimethylamide was added to 2-amino-4-fluorobenzoic acid (50 g, 322 mmol) and formamide (77 ml, 1934 mmol), and the resulting solution was stirred. The solution was heated to 180° C. and stirred for 14 hours. The temperature of the solution was cooled to room temperature, and 300 ml of distilled water was added thereto. The resulting solid was stirred about 30 min, and filtered to obtain the title compound 41.3 g (yield: 78%).
Workup
- stirringstirred for 14 hours
- temperatureThe temperature of the solution was cooled to room temperature
- stirringThe resulting solid was stirred about 30 min
- filtrationfiltered
Sources & evidence
- ORD record
- ord-c6d31f2832c24e03bae54d8181808b82
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08846699B2
Reaction notes
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