Water → HCID 14770846, Verbindung

HRID 1651578Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1651578
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH:12]1[CH2:16][CH2:15][CH:14]([C:17]2[C:24]([F:25])=[CH:23][C:20]([C:21]#N)=[C:19]([F:26])[CH:18]=2)[CH2:13]1.[OH2:27].S(=O)(=O)(O)[OH:29]>>[NH2:3][CH:12]1[CH2:16][CH2:15][CH:14]([C:17]2[C:24]([F:25])=[CH:23][C:20]([C:21]([OH:29])=[O:27])=[C:19]([F:26])[CH:18]=2)[CH2:13]1

Komponenten

4

Edukt 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 14770845HCID 14770845, Verbindung

Produkt 1

HCID 14770846HCID 14770846, Verbindung

Versuchsvorschrift

A solution of 35.2 g (0.1 mol) of 4-[3-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)cyclopentyl]-2,5-difluorobenzonitrile in 150 ml of 98% sulfuric acid was heated at 100° for 6 hours. The reaction mixture was poured onto 1.2 L of ice and water and stirred for 2 hours until the granular precipitate dispersed. The solid was removed by filtration, washed with water and the wet filter cake suspended in 200 ml of concentrated hydrochloric acid. The suspension was heated at reflux for 8 hours and evaporated to dryness in vacuo. The residue was triturated with 250 ml of ethanol/ether (1:1); the solid was removed by filtration, washed with ethanol/ether (1:1), ether, and dried in vacuo to give 20.1 g of the title compound.

Aufarbeitung

  1. additiondispersed
  2. customThe solid was removed by filtration
  3. washwashed with water
  4. temperatureThe suspension was heated
  5. temperatureat reflux for 8 hours
  6. customevaporated to dryness in vacuo
  7. customThe residue was triturated with 250 ml of ethanol/ether (1:1)
  8. customthe solid was removed by filtration
  9. washwashed with ethanol/ether (1:1), ether
  10. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3bab7bb533694dbe8fc28ea0326a0dc2
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04929613

Notizen zur Reaktion

Wird geladen…