1-Methylimidazole → HCID 178464385, compound

HRID 377437Notes

Reaction equation

HRID 377437 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.[ClH:7].[CH2:8]([NH:10][CH2:11][CH2:12][Cl:13])[CH3:9]>C(O)C>[ClH:13].[Cl-:7].[CH2:8]([NH:10][CH2:11][CH2:12][N+:4]1[CH:5]=[CH:6][N:2]([CH3:1])[CH:3]=1)[CH3:9]

Participants

4

Reactant 2

HCID 13901-MethylimidazoleHCID 130140362-Chloro-N-ethylethan-1-amine--hydrogen chloride (1/1)

Product 1

HCID 178464385HCID 178464385, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.0 g (60 mmol) of N-methylimidazole are added to 7.7 g (50 mmol) of 2-ethylaminoethyl chloride hydrochloride in 50 ml of absolute ethanol and the mixture is stirred for 36 hours at not more than 40° C. If higher temperatures are used, elimination takes place and the 1-methylimidazolium chloride thus formed can be removed only with difficulty. After the reaction is complete, the solution is concentrated under reduced pressure and the product is precipitated with ether. Washing a number of times with THF gives the product as a white hygroscopic powder. Yield: 9.3 g (83%).

Sources & evidence

ORD record
ord-ac390b84ff61476a8b518d634f7aff9f
Source dataset
uspto-grants-2000_02
Patent number
US06025496

Reaction notes

Loading…