2-Amino-6-nitrobenzothiazole → 2,6-Benzothiazolediamine
Reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[CH:7][C:5]=2[N:6]=1.[H][H]>CO.[Pd]>[S:3]1[C:4]2[CH:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[NH2:1]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
2-Amino-6-nitrobenzothiazole (1.0 g, 5.12 mmol) was dissolved in 100 ml of MeOH and palladium on activated carbon (10%, 545 mg, 0.51 mmol) was added. The reaction mixture was hydrogenated using hydrogen at RT (3 bar H2) for 2.5 h. The mixture was filtered, the solvent was removed under reduced pressure and the residue was purified using silica gel chromatography (ethyl acetate:n-heptane 1:2). 0.81 g (yield: 96%) of the purified title compound was obtained.
Workup
- customat RT
- customfor 2.5 h
- filtrationThe mixture was filtered
- customthe solvent was removed under reduced pressure
- customthe residue was purified
- custom0.81 g (yield: 96%) of the purified title compound
- customwas obtained
Sources & evidence
- ORD record
- ord-33d67ecb6f9447b3a700208fec01f7c7
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08097758B2
Reaction notes
Loading…