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Hydrochloric Acid → HCID 42878057, Verbindung

HRID 18115
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 18115
[O:1]=[S:2]1(=[O:16])[C:13]2[C:5](=[C:6]3[C:10](=[CH:11][CH:12]=2)[NH:9]C(=O)[C:7]3=[O:15])[CH2:4][CH2:3]1.[OH-:17].[Na+].OO.Cl>O>[NH2:9][C:10]1[CH:11]=[CH:12][C:13]2[S:2](=[O:1])(=[O:16])[CH2:3][CH2:4][C:5]=2[C:6]=1[C:7]([OH:15])=[O:17]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 593450663,3-Dioxo-1,2,3,6-tetrahydro-3lambda6-thieno[3,2-e]indole-7,8-dione

Produkt 1

HCID 42878057HCID 42878057, VerbindungAusbeute 60,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962
Water
Lösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

1.5 g (6.32 mmol) of 3,3-dioxo-1,2,3,6-tetrahydro-3λ6-thieno[3,2-e]indole-7,8-dione were introduced into a 10 ml three-neck round-bottom flask and dissolved in 6.5 ml of 1M (207.2 mmol) sodium hydroxide solution. 1.5 ml (1.32 mmol) of a 30% strength hydrogen peroxide solution were slowly added dropwise over the course of 30 minutes. The internal temperature during the addition was kept between 30-40° C. despite the exothermic reaction. After the addition was complete, the mixture was stirred at 40° C. for 1.5 h. The mixture was then cooled to RT and, after addition to a little water (about 7 ml), acidified with a 10% strength HCl to pH 1, and the precipitated solid was filtered off with suction. The latter was washed successively with water and diethyl ether and dried in vacuo overnight. 870 mg of the desired compound were obtained.

Aufarbeitung

  1. additionThe internal temperature during the addition
  2. customwas kept between 30-40° C. despite the exothermic reaction
  3. additionAfter the addition
  4. temperatureThe mixture was then cooled to RT
  5. filtrationthe precipitated solid was filtered off with suction
  6. washThe latter was washed successively with water and diethyl ether
  7. customdried in vacuo overnight

Quellen und Nachweise

ORD-Eintrag
ord-cc35f39e22f0468dbd1d3986ce7c4cdd
Quelldatensatz
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07741333B2

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