1,2-Ethanediamine, N1-[3-(triethoxysilyl)propyl]- → 1H-Imidazole, 4,5-dihydro-1-[3-(triethoxysilyl)propyl]-

HRID 874088Notes

Reaction equation

HRID 874088 reaction equation
[CH:1]([O-])([O-])OCC.[NH2:7][CH2:8][CH2:9][NH:10][CH2:11][CH2:12][CH2:13][Si:14]([O:21][CH2:22][CH3:23])([O:18][CH2:19][CH3:20])[O:15][CH2:16][CH3:17]>C(O)C>[CH2:19]([O:18][Si:14]([O:21][CH2:22][CH3:23])([O:15][CH2:16][CH3:17])[CH2:13][CH2:12][CH2:11][N:10]1[CH2:9][CH2:8][N:7]=[CH:1]1)[CH3:20]

Participants

4

Reactant 2

HCID 787721,2-Ethanediamine, N1-[3-(triethoxysilyl)propyl]-HCID 53630039Ethylorthoformate

Product 1

HCID 939331H-Imidazole, 4,5-dihydro-1-[3-(triethoxysilyl)propyl]-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

53.2 g of ethyl orthoformate (0.36 mol) is added at +20° C. to 80 g of N-(2-aminoethyl)-3-aminopropyltriethoxysilane (0.3 mol). The temperature of the mixture is brought up to reflux until formation of ethanol is no longer observed. The reaction mixture is then distilled under partial vacuum (2-5 mbar) and the desired product (69.1 g) is recovered (temperature: 130-135° C.)

Workup

  1. distillationThe reaction mixture is then distilled under partial vacuum (2-5 mbar)
  2. customthe desired product (69.1 g) is recovered (temperature: 130-135° C.)

Sources & evidence

ORD record
ord-e33d18ee461144b89f3d3d3a6cb93b17
Source dataset
uspto-grants-2015_03
Patent number
US08980392B2

Reaction notes

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