HCID 22349308, compound → HCID 22349351, compound

HRID 896377Notes

Reaction equation

HRID 896377 reaction equation
[CH3:1][S:2]([CH2:5][CH2:6][CH2:7][NH:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][C:10]=1[N+:17]([O-])=O)(=[O:4])=[O:3]>CO.CN(C=O)C>[CH3:1][S:2]([CH2:5][CH2:6][CH2:7][NH:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][C:10]=1[NH2:17])(=[O:3])=[O:4]

Participants

3

Reactant 1

HCID 22349308HCID 22349308, compound

Product 1

HCID 22349351HCID 22349351, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 21901440N,N-dimethylformamide methanolSolvent

Procedure

A solution of 4-(3-methanesulfonyl-propylamino)-3-nitro-benzonitrile (3.0 g, 10.6 mmol) in MeOH/DMF (60 ml, 1/1) was hydrogenated on a PARR hydrogenator at 50 psi for 4 h. The solution was filtered and concentrated. The residue was triturated with EtOAc to give 4-(3-methanesulfonyl-propylamino)-3-amino-benzonitrile 1.55 g (58%) as a tan solid.

Workup

  1. filtrationThe solution was filtered
  2. concentrationconcentrated
  3. customThe residue was triturated with EtOAc

Sources & evidence

ORD record
ord-0c75aa217d9243da99ed580b9e5a5126
Source dataset
uspto-grants-2005_07
Patent number
US06919331B2

Reaction notes

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