4-Nitrobenzyl bromide → 2-Butyl-4,5-dicyano-1-(4-nitrobenzyl)imidazole

HRID 466389Notes

Reaction equation

HRID 466389 reaction equation
[CH2:1]([C:5]1[NH:6][C:7]([C:12]#[N:13])=[C:8]([C:10]#[N:11])[N:9]=1)[CH2:2][CH2:3][CH3:4].[N+:14]([C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Br)=[CH:19][CH:18]=1)([O-:16])=[O:15]>>[CH2:1]([C:5]1[N:9]([CH2:21][C:20]2[CH:23]=[CH:24][C:17]([N+:14]([O-:16])=[O:15])=[CH:18][CH:19]=2)[C:8]([C:10]#[N:11])=[C:7]([C:12]#[N:13])[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 660114-Nitrobenzyl bromideHCID 52605912-butyl-1H-imidazole-4,5-dicarbonitrile

Product 1

HCID 198153892-Butyl-4,5-dicyano-1-(4-nitrobenzyl)imidazole

Procedure

2-n-Butyl-4,5-dicyano-1-(4-nitrobenzyl)imidazole was prepared from 2-n-butyl-4,5-dicyanoimidazole by the procedure in Example 1, Part A using 4-nitrobenzyl bromide as the alkylating agent. The product was obtained as an oil. NMR (200 MHz, CDCl3) δ 8.29 (d, 2H, J=10 Hz); 7.29 (d, 2H, J=10 Hz); 5.36 (s, 2H); 2.67 (t, 2H, J=7 Hz); 1.70 (t of t, 2H, J=7,7 Hz); 1.36 (t of q, 2H, J=7,7 Hz); 0.86 (t, 3H, J=7 Hz); Mass Calcd. for C16H15N5O2 : 309.1225. Found: 309.1211.

Workup

  1. customThe product was obtained as an oil

Sources & evidence

ORD record
ord-00c38bd405d748d88c5874f950ec6ec1
Source dataset
uspto-grants-1992_10
Patent number
US05155118

Reaction notes

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