Nitric Acid → 1,3-Dimethyl-2-chloroimidazolidinium nitrate

Reaction equation

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

Participants

Reactant 2

HCID 944Nitric Acid

HCID 127556762,2-Dichloro-1,3-dimethylimidazolidine

Product 1

HCID 693110371,3-Dimethyl-2-chloroimidazolidinium nitrateYield 85.1%

Procedure

2.34 g (24.1 mmol) of a 65% nitric acid are added with vigorous stirring to 3.77 g (22.3 mmol) of 2,2-dichloro-1,3-dimethylimidazolidine. This reaction mixture is evacuated firstly at room temperature for one hour at 4 kPa and for 20 min at 7 Pa. After cooling using an ice bath, the mixture is evacuated again for 6 hours at 7 Pa, giving 3.7 g of 1,3-dimethyl-2-chloroimidazolidinium nitrate as an oil, corresponding to a yield of 85.1%.

Workup

customThis reaction mixture is evacuated firstly at room temperature for one hour at 4 kPa and for 20 min at 7 Pa
temperatureAfter cooling
customthe mixture is evacuated again for 6 hours at 7 Pa

Sources & evidence

ORD record: ord-2dd0b410cb2449e0915fc7d3eeca11b2
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07439395B2

Reaction notes

Loading…