Hydrazine hydrate (1:1) → 5-METHOXY-alpha,alpha-DIMETHYL-1H-INDOL-3-YL-ETHANEAMINE

HRID 2413035Notes

Reaction equation

HRID 2413035 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][C:13]([CH3:18])([N+:15]([O-])=O)[CH3:14].O.NN>[Ni]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:12][C:13]([CH3:18])([CH3:14])[NH2:15]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 126196625-methoxy-3-(2,2-dimethyl-2-nitroethyl)-1H-indole

Product 1

HCID 126196645-METHOXY-alpha,alpha-DIMETHYL-1H-INDOL-3-YL-ETHANEAMINE

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

The nitro compound produced in Procedure 11C was reduced with Raney nickel and hydrazine hydrate according to the method of Procedure 10D. The structure of the product was confirmed by examination of the NMR spectrum, m.p. 114°-116°, yield 25.8 g. from 31.3 g. of nitro compound.

Sources & evidence

ORD record
ord-9f8dce3276804b1696562589c2439a5e
Source dataset
uspto-grants-1985_01
Patent number
US04495352

Reaction notes

Loading…