3-Sulfolene → N,N'-bis(1,1-dioxotetrahydro-3-thienyl)-1,2-diaminopropane

HRID 268041

Reaktionsgleichung

Reaktionsgleichung von HRID 268041
[S:1]1(=[O:7])(=[O:6])[CH2:5][CH:4]=[CH:3][CH2:2]1.[NH2:8][CH2:9][CH:10]([NH2:12])[CH3:11].[OH-:13].[Na+]>C(O)C>[O:6]=[S:1]1(=[O:7])[CH2:5][CH2:4][CH:3]([NH:8][CH2:9][CH:10]([NH:12][CH:3]2[CH2:4][CH2:5][S:1](=[O:6])(=[O:13])[CH2:2]2)[CH3:11])[CH2:2]1

Komponenten

5

Edukt 3

HCID 64983-SulfoleneHCID 6567PropylenediamineHCID 14798Sodium Hydroxide

Produkt 1

HCID 21553165N,N'-bis(1,1-dioxotetrahydro-3-thienyl)-1,2-diaminopropane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

To a 500 ml round-bottom flask equipped with condenser, thermometer and a stirrer were introduced 118 g. (1.0 mole) of 2,5-dihydrothiophene 1,1-dioxide, 200 ml. of 70% by weight aqueous ethanol and 37 g (0.5 mole) of 1,2-diaminopropane and 10 ml. of a 0.1 N sodium hydroxide solution. The reaction mixture was heated at 85°C for 20 hours. The solvent was then removed under a reduced pressure. The product, N,N'-bis(1,1-dioxotetrahydro-3-thienyl)-1,2-diaminopropane was obtained as a viscous liquid. The infrared spectrum of this product was superimposable with that of Example 3. This product also evaluated in high resiliency, flexible polyurethane foam (see Example 19).

Aufarbeitung

  1. customTo a 500 ml round-bottom flask equipped with condenser
  2. additionthermometer and a stirrer were introduced 118 g
  3. customThe solvent was then removed under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ee58488f61d34303b068a65c1769dc69
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03946038

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