Ammonia → Ethyl [3-(triethoxysilyl)propyl]carbamate

HRID 1935987Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][CH2:4][Si:5]([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])[O:6][CH2:7][CH3:8].N[C:16](N)=[O:17].N.[CH2:20]([OH:22])[CH3:21]>>[CH2:10]([O:9][Si:5]([CH2:4][CH2:3][CH2:2][NH:1][C:16](=[O:17])[O:22][CH2:20][CH3:21])([O:12][CH2:13][CH3:14])[O:6][CH2:7][CH3:8])[CH3:11]

Participants

Reactant 4

HCID 222Ammonia

HCID 702Ethanol2×

HCID 1176Urea

HCID 13521(3-Aminopropyl)triethoxysilane

Product 1

HCID 87367Ethyl [3-(triethoxysilyl)propyl]carbamate

Procedure

In a 10 L distillation autoclave, 3-aminopropyltriethoxysilane (3321 g, 15 mol) are brought to reaction with urea (928 g, 15.45 mol) and ethanol (3458 g, 75 mol) at 230° C. and pressure between 35 and 23 bar. The resultant ammonia is continuously stripped out by the ethanol vapors.

Sources & evidence

ORD record: ord-30ef601cd2bd4b389e61db91149f60fc
Source dataset: uspto-grants-2002_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06388117B2

Reaction notes

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