Trimethylamine → 3,3'-(Methylazanediyl)bis(N,N,N-trimethylpropan-1-aminium) dichloride
Reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]([CH3:10])[CH2:6][CH2:7][CH2:8]Cl.[CH3:11][N:12]([CH3:14])[CH3:13]>C(#N)C>[Cl-:1].[Cl-:1].[CH3:11][N+:12]([CH3:14])([CH3:13])[CH2:2][CH2:3][CH2:4][N:5]([CH2:6][CH2:7][CH2:8][N+:5]([CH3:10])([CH3:6])[CH3:4])[CH3:10]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To this N,N-bis(3-chloropropyl)methylamine is added 166 ml of a 2.06 M solution of trimethylamine in acetonitrile. The resulting mixture is allowed to stand at a temperature of about 25° C. for a period of 21 hours during which time a white solid material crystallizes; the mixture is stirred for an additional 7-hour period, the solid crystalline material is recovered by filtration, washed with a small amount of acetonitrile, then with ether, and finally with hexane, the washings being collected separately. The washed crystalline material is dried in vacuo at 25° C. to give about 6.0 grams of bis(3-trimethylammoniopropyl) methylamine dichloride; the latter is dissolved in isopropanol, an equivalent amount of anhydrous hydrogen chloride is added, and the hydrochloride salt, which precipitates, is recovered by filtration and dried to give substantially pure bis(3-trimethylammoniopropyl)methylamine dichloride hydrochloride; m.p. 251-253° C.
Workup
- customa white solid material crystallizes
- filtrationthe solid crystalline material is recovered by filtration
- washwashed with a small amount of acetonitrile
- customwith ether, and finally with hexane, the washings being collected separately
- customThe washed crystalline material is dried in vacuo at 25° C.
Sources & evidence
- ORD record
- ord-1115898e4cc14c5d9752098c5a2dba41
- Source dataset
- uspto-grants-1978_06
- Patent number
- US04093657
Reaction notes
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