Bromine → 4-Fluoro-1,3-benzothiazol-2-amine
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([NH2:11])=[S:10].BrBr>C(Cl)(Cl)Cl>[F:1][C:2]1[C:3]2[N:8]=[C:9]([NH2:11])[S:10][C:4]=2[CH:5]=[CH:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a suspension of (2-fluorophenyl)thiourea (1.7 g, 10.0 mmol) in chloroform (25 ml) was added a solution of bromine (0.51 mL; 10.0 mmol) dropwise at room temperature. The resulting mixture was heated under reflux for 3 hrs. The solvent was evaporated, water was added and the mixture was neutralized with ammonium hydroxide. The resulting white precipitation was collected by filtration and dried to yield 1.2 g (72%) of the title compound which was used in the subsequent step without further purification.
Workup
- temperatureThe resulting mixture was heated
- temperatureunder reflux for 3 hrs
- customThe solvent was evaporated
- additionwater was added
- customThe resulting white precipitation
- filtrationwas collected by filtration
- customdried
Sources & evidence
- ORD record
- ord-c09fe3d4a58c4ea0ac7869df8b1aa2f2
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08410272B2
Reaction notes
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