Dimethylamine → HCID 11286707, compound

HRID 1249236Notes

Reaction equation

HRID 1249236 reaction equation
[CH3:1][NH:2][CH3:3].[Cl:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9]Br)=[CH:7][CH:6]=1>CN(C=O)C>[Cl:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][N:2]([CH3:3])[CH3:1])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 693291-(Bromomethyl)-4-chlorobenzene

Product 1

HCID 11286707HCID 11286707, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Referring to the problem (i), the present inventors have used safer and less expensive alkali metal hydroxide instead of sodium hydride; and they also found that dimethylamine resulting from the decomposition of DMF sometimes reacts with 4-chlorobenzyl bromide to give (4-chlorobenzyl)dimethylamine as a by-product and that a solvent containing dimethylsulfoxide can be used in place of DMF for avoiding the production of the (4-chlorobenzyl)dimethylamine to afford the vinyl imidazole derivatives (I) in high yield.

Sources & evidence

ORD record
ord-939f1c7e448d4d70a737282f2e6fa4a2
Source dataset
uspto-grants-1986_12
Patent number
US04629795

Reaction notes

Loading…