Urea → 6-bromo-7-methoxy-4H-isoquinoline-1,3-dione
Reaction equation
[C:1]([CH2:4][C:5]1[CH:13]=[C:12]([Br:14])[C:11]([O:15][CH3:16])=[CH:10][C:6]=1[C:7](O)=[O:8])(O)=[O:2].[NH2:17]C(N)=O>O>[Br:14][C:12]1[CH:13]=[C:5]2[C:6](=[CH:10][C:11]=1[O:15][CH3:16])[C:7](=[O:8])[NH:17][C:1](=[O:2])[CH2:4]2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Carboxymethyl-4-bromo-5-methoxy-benzoic acid (228 mg, 0.785 mmole) and urea (0.110 g, 1.82 mmole) is stirred and heated using an oil bath at 195° C. After one hour the mixture is cooled to room temperature and treated with water, collected by filtration, washed with water and dried to give a brown-black solid, 106 mg, (50%); MS (ES−): m/z 268.1, 270.1 (M−H).
Workup
- temperatureheated
- customat 195° C
- filtrationcollected by filtration
- washwashed with water
- customdried
- customto give a brown-black solid, 106 mg, (50%)
Sources & evidence
- ORD record
- ord-534fb46d830a4f55a3b83a0f09a1d044
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07713994B2
Reaction notes
Loading…