O,O-Diethyl dithiophosphate → 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanethioamide

HRID 1621098

Reaktionsgleichung

Reaktionsgleichung von HRID 1621098
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][CH2:13][C:14]#[N:15].C(OP(=S)(OCC)[SH:20])C>O>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][CH2:13][C:14]([NH2:15])=[S:20]

Komponenten

4

Edukt 2

HCID 9274O,O-Diethyl dithiophosphateHCID 3521693-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanenitrile

Produkt 1

HCID 9696783-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propanethioamideAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

A suspension of 3-(1,3-dioxoisoindolin-2-yl)-propionitrile (2 g, 9.99 mmol) and dithiophosphoric acid O,O′-diethyl ester (2.05 g, 1.74 mL, 11.0 mmol) in water (4 mL) was irradiated at 80° C. for 10 min. The obtained suspension was diluted with water (5 mL), filtered, washed with water and dried in vacuo to give the product as light yellow solid (2.13 g, 9.09 mmol, 91.0%) which was used without further purification for the next step. MS: M=235.1 (M+H)+

Aufarbeitung

  1. customwas irradiated at 80° C. for 10 min
  2. filtrationfiltered
  3. washwashed with water
  4. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3e555c6bb8984d90a54f7ba5a9148bbd
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772510B2

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