HCID 178482199, compound → 1-Methylimidazole

HRID 991373Notes

Reaction equation

HRID 991373 reaction equation
O.[Cl-:2].[CH3:3][N:4]1[CH:8]=[CH:7][N+:6]([CH2:9][CH2:10][N:11]([CH3:23])[C:12]2[CH:17]=[CH:16][C:15]([NH:18][CH3:19])=[C:14]([N+:20]([O-:22])=[O:21])[CH:13]=2)=[CH:5]1>C1(C)C=CC=CC=1>[Cl:2][CH2:9][CH2:10][N:11]([CH3:23])[C:12]1[CH:17]=[CH:16][C:15]([NH:18][CH3:19])=[C:14]([N+:20]([O-:22])=[O:21])[CH:13]=1.[CH3:3][N:4]1[CH:8]=[CH:7][N:6]=[CH:5]1

Participants

4

Reactant 1

HCID 178482199HCID 178482199, compound

Product 2

HCID 13901-MethylimidazoleHCID 18410423HCID 18410423, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

From 41.4 g (0.17 mol) of N4-(2-chloroethyl)-N1,N4-dimethyl-2-nitrobenzene-1,4-diamine (RN 14607-54-6) and from 41.8 g (0.51 mol) of 1-methyl-1H-imidazole (RN 616-47-7) in 100 ml of toluene, 37.8 g of purple crystals of 3-methyl-1-{2-(methyl(4-methylamino-3-nitrophenyl)amino)ethyl}-3H-imidazol-1-ium chloride monohydrate were obtained after recrystallization from refluxing ethanol, which crystals melted at 135° C. (Kofler) and had an elemental analysis, calculated for C14H20N5O2Cl+H2O, of:

Sources & evidence

ORD record
ord-dd7c96a6a361418da2cf36efdefdd27f
Source dataset
uspto-grants-2002_10
Patent number
US06464731B1

Reaction notes

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