2-Isocyanatoethyl methacrylate → HCID 178454714, Verbindung

HRID 918936Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 918936
[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[NH2:6][C:7](=[NH:14])[NH:8][CH2:9][CH2:10][CH2:11][CH2:12][NH2:13].[NH2:15][C:16](=[NH:23])[NH:17][CH2:18][CH2:19][CH2:20][CH2:21][NH2:22].[C:24]([O:29][CH2:30][CH2:31][N:32]=[C:33]=[O:34])(=[O:28])[C:25]([CH3:27])=[CH2:26]>C(O)C>[S:1]([O-:5])([O-:4])(=[O:3])=[O:2].[C:24]([O:29][CH2:30][CH2:31][NH:32][C:33]([NH:13][CH2:12][CH2:11][CH2:10][CH2:9][NH:8][C:7]([NH2:6])=[NH2+:14])=[O:34])(=[O:28])[C:25]([CH3:27])=[CH2:26].[C:24]([O:29][CH2:30][CH2:31][NH:32][C:33]([NH:22][CH2:21][CH2:20][CH2:19][CH2:18][NH:17][C:16]([NH2:15])=[NH2+:23])=[O:34])(=[O:28])[C:25]([CH3:27])=[CH2:26]

Komponenten

4

Edukt 2

HCID 354092-Isocyanatoethyl methacrylateHCID 178512965HCID 178512965, Verbindung

Produkt 1

HCID 178454714HCID 178454714, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of agmatine hemisulfate (2.00 g, 11.2 mmol) dissolved in 20 mL of ethanol was treated with 2-isocyanatoethyl methacrylate (1.50 mL, 10.6 mmol) over the course of a few minutes. The solution was allowed to stir for 30 min after which time the reaction mixture was concentrated at ambient temperature. The resulting syrup was concentrated twice with toluene to give the title compound as a white foam. 1H NMR (500 MHz, D2O) δ 6.13 (s, 1H), 5.73 (s, 1H), 4.23 (t, J=4.8 Hz, 2H), 3.44 (t, J=4.8 Hz, 2H), 3.18 (t, J=7.0 Hz, 2H), 3.11 (t, J=6.7 Hz, 2H), 1.92 (s, 3H), 1.65-1.49 (m, 4H).

Aufarbeitung

  1. concentrationwas concentrated at ambient temperature
  2. concentrationThe resulting syrup was concentrated twice with toluene

Quellen und Nachweise

ORD-Eintrag
ord-e0ca86c5eafe4166a3d97011397a1469
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09272246B2

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