6-Amino-1-ethyl-3,3-dimethyl-5-nitro-1,3-dihydro-indol-2-one → 5,6-Diamino-1-ethyl-3,3-dimethyl-1,3-dihydro-indol-2-one

HRID 2374479Notes

Reaction equation

HRID 2374479 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:15])([CH3:14])[C:7](=[O:13])[N:8]2[CH2:11][CH3:12])=[CH:4][C:3]=1[N+:16]([O-])=O>C(O)C>[NH2:16][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:2]=1[NH2:1])[N:8]([CH2:11][CH3:12])[C:7](=[O:13])[C:6]2([CH3:14])[CH3:15]

Participants

3

Reactant 1

HCID 690705916-Amino-1-ethyl-3,3-dimethyl-5-nitro-1,3-dihydro-indol-2-one

Product 1

HCID 674257515,6-Diamino-1-ethyl-3,3-dimethyl-1,3-dihydro-indol-2-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 6-amino-1-ethyl-3,3-dimethyl-5-nitro-1,3-dihydro-indol-2-one (4.15 g, 16.65 mmol) in ethanol (80 ml) PtO2 (0.4 g) was added and the mixture hydrogenated at room temperature for 3.5 h. After filtration and evaporation of the solvents 3.25 g (89%) 5,6-diamino-1-ethyl-3,3-dimethyl-1,3-dihydro-indol-2-one was isolated as orange solid.

Workup

  1. filtrationAfter filtration and evaporation of the solvents 3.25 g (89%) 5,6-diamino-1-ethyl-3,3-dimethyl-1,3-dihydro-indol-2-one
  2. customwas isolated as orange solid

Sources & evidence

ORD record
ord-3584550998fa42f8aea8678ad6b6c69a
Source dataset
uspto-grants-2008_12
Patent number
US07462639B2

Reaction notes

Loading…