Carbon Dioxide → N,N,N',N'-Tetramethyl-1,3-diaminopropane

HRID 1648349Notes

Reaction equation

HRID 1648349 reaction equation
Cl.Cl.[CH3:3][N:4]([CH3:11])[CH2:5][CH2:6][CH2:7][N:8]([CH3:10])[CH3:9].C(=O)(O)[O-].[Na+].C(=O)=O>O>[CH3:3][N:4]([CH3:11])[CH2:5][CH2:6][CH2:7][N:8]([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 516892Sodium BicarbonateHCID 22073984HCID 22073984, compound

Product 1

HCID 8084N,N,N',N'-Tetramethyl-1,3-diaminopropane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 3 g of 2-[1-(2-ethoxyethyl)-l-benzimidazol-2-yl)]-1,3-bis-dimethylaminopropane dihydrochloride in 10 ml of water is added, at 0°-15° C. and under stirring, a molar excess of a saturated solution of sodium bicarbonate. After the development of the carbon dioxide is over, the mixture is repeatedly extracted with ethyl ether (2×8, 1×4 ml). The organic phases are collected together, washed with 4 ml of a saturated solution of sodium chloride, made anhydrous on sodium sulphate and evaporated to dryness under vacuum to obtain 2.1 g of 2-[1-(2-ethoxyethyl)benzimidazol-2-yl)]-1,3-bis-dimethylaminopropane as an oil. IR (film): 3390 (broad), 2775, 2825, 2855, 2950, 2975, 1618, 1505 cm-1.

Workup

  1. extractionis repeatedly extracted with ethyl ether (2×8, 1×4 ml)
  2. customThe organic phases are collected together
  3. washwashed with 4 ml of a saturated solution of sodium chloride
  4. customevaporated to dryness under vacuum

Sources & evidence

ORD record
ord-dc82c7bf413c4ba999628fec09e10274
Source dataset
uspto-grants-1995_07
Patent number
US05436262

Reaction notes

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