Ethanol → 7-Ethyl-3-methyl-1H-indol-6-amine

HRID 1290567Notes

Reaction equation

HRID 1290567 reaction equation
C(O)C.[H][H].[CH3:6][C:7]1[C:15]2[C:10](=[C:11]([CH2:19][CH3:20])[C:12]([N+:16]([O-])=O)=[CH:13][CH:14]=2)[NH:9][CH:8]=1>[Fe].C(O)(=O)C>[CH3:6][C:7]1[C:15]2[C:10](=[C:11]([CH2:19][CH3:20])[C:12]([NH2:16])=[CH:13][CH:14]=2)[NH:9][CH:8]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 825293HCID 825293, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 212182877-Ethyl-3-methyl-1H-indol-6-amine

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 0.5 l of 96° ethanol, 0.5 l of glacial acetic acid and 100 g of hydrogen-reduced pure iron is heated to 90° C. 51 g of 3-methyl-6-nitro-7-ethylindole are added in portions over 15 minutes.

Sources & evidence

ORD record
ord-26b3eadcf140474993e9b1c9c1144a2d
Source dataset
uspto-grants-1998_05
Patent number
US05752982

Reaction notes

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