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 1181570Notes

Reaction equation

HRID 1181570 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-bbe15a567f9943e69ab0a00cd017ca65
Source dataset
uspto-grants-2007_10
Patent number
US07285569B2

Reaction notes

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