N-(5,6-Dimethoxypyridin-3-yl)-2-nitrobenzenesulfonamide → 2-amino-N-(5,6-dimethoxypyridin-3-yl)benzenesulfonamide

HRID 1772863Notes

Reaction equation

HRID 1772863 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:11][S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N+:21]([O-])=O)(=[O:14])=[O:13])[CH:6]=[N:7][C:8]=1[O:9][CH3:10]>[Fe].C(O)(=O)C>[NH2:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[S:12]([NH:11][C:5]1[CH:6]=[N:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=1)(=[O:14])=[O:13]

Participants

4

Reactant 1

HCID 118045902N-(5,6-Dimethoxypyridin-3-yl)-2-nitrobenzenesulfonamide

Product 1

HCID 900217912-amino-N-(5,6-dimethoxypyridin-3-yl)benzenesulfonamideYield 104.7%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

The title compound (486 mg) was prepared from N-(5,6-dimethoxypyridin-3-yl)-2-nitrobenzenesulfonamide (509 mg, 1.5 mmol), Fe powder (559 mg, 15.0 mmol) and acetic acid (10 mL) using the methods of (IntA17), Step 2.

Sources & evidence

ORD record
ord-5cfe7d8b8d9c4e28a05b5cda7673ad65
Source dataset
uspto-grants-2016_02
Patent number
US09249160B2

Reaction notes

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