6-nitro-3H-benzo[1,2,3]oxathiazole 2,2-dioxide → 6-Amino-3H-benzo[1,2,3]oxathiazole 2,2-dioxide
Reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]2[NH:8][S:9](=[O:12])(=[O:11])[O:10][C:6]=2[CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:14]=[CH:13][C:7]2[NH:8][S:9](=[O:12])(=[O:11])[O:10][C:6]=2[CH:5]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 6-nitro-3H-benzo[1,2,3]oxathiazole 2,2-dioxide (example 5) (8.1 g, 37 mmol) in methanol (250 ml) is hydrogenated at atmospheric pressure in the presence of Pd-C. The catalyst is then filtered off, the clear solution is treated with methanolic HCl (1 N) and the solvent is distilled off under reduced pressure. The residue is dissolved in ethanol and the product crystallizes after addition of diethyl ether.
Workup
- filtrationThe catalyst is then filtered off
- additionthe clear solution is treated with methanolic HCl (1 N)
- distillationthe solvent is distilled off under reduced pressure
- dissolutionThe residue is dissolved in ethanol
- customthe product crystallizes
- additionafter addition of diethyl ether
Sources & evidence
- ORD record
- ord-fcbf13ea7a5142ffb9dfbea974bd61e3
- Source dataset
- uspto-grants-2003_05
- Patent number
- US06566390B2
Reaction notes
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