Dimethylamine → 4-Bromo-N,N-dimethylbenzylamine

HRID 2413168Notes

Reaction equation

HRID 2413168 reaction equation
[CH3:1][NH:2][CH3:3].[Br:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9]Br)=[CH:7][CH:6]=1>C1C=CC=CC=1>[Br: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 685274-Bromobenzyl bromide

Product 1

HCID 2357574-Bromo-N,N-dimethylbenzylamine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Reaction of dimethylamine with 4-bromobenzyl bromide in cold benzene gave 4-bromo-N,N-dimethylbenzylamine which was successively reacted with magnesium, formaldehyde, and cysteamine (in a similar procedure to Example 7) to give 2-[4-(dimethylaminomethyl)benzylthio]ethylamine as an oil.

Sources & evidence

ORD record
ord-6b0147df7ddf4a468574272b253534d6
Source dataset
uspto-grants-1985_01
Patent number
US04496567

Reaction notes

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