Bromonitromethane → 5-(Tert-butyl)-2-nitroselenophene-3-ylamine

Reaction equation

Cl[C:2]([C:6]([CH3:9])([CH3:8])[CH3:7])=[CH:3][C:4]#[N:5].[Se-2:10].[Na+].[Na+].Br[CH2:14][N+:15]([O-:17])=[O:16]>>[NH2:5][C:4]1[CH:3]=[C:2]([C:6]([CH3:9])([CH3:8])[CH3:7])[Se:10][C:14]=1[N+:15]([O-:17])=[O:16]

Participants

Reactant 3

HCID 68423Bromonitromethane

HCID 73973Sodium selenide

HCID 27356613-Chloro-4,4-dimethylpent-2-enenitrile

Product 1

HCID 866982845-(Tert-butyl)-2-nitroselenophene-3-ylamine

Procedure

The reaction of 3-chloro-4,4-dimethylpent-2-enenitrile, sodium selenide and bromonitromethane as described earlier gave the product as a yellow color solid, mp 112-114° C. 1H NMR (400 MHz, DMSO-d6): δ 8.28 (2H, br s), 6.76 (1H, s), 1.28 (9H, s).