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Pyridine → HCID 19737610, Verbindung

HRID 2255650
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2255650
[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[I:9][C:10]1[CH:11]=[C:12]2[C:17](=O)[O:16][C:14](=[O:15])[C:13]2=[CH:19][CH:20]=1.N1C=CC=CC=1.C(OC(=O)C)(=O)C>O.CC(N(C)C)=O>[I:1][C:2]1[CH:8]=[CH:7][C:5]([N:6]2[C:17](=[O:16])[C:12]3=[CH:11][C:10]([I:9])=[CH:20][CH:19]=[C:13]3[C:14]2=[O:15])=[CH:4][CH:3]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 108934-IodoanilineHCID 152633775-Iodo-2-benzofuran-1,3-dione

Produkt 1

HCID 19737610HCID 19737610, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel
HCID 31374
Dimethylacetamide
Lösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

##STR19## A 100 milliliter round-bottomed flask, equipped with stirrer, was charged with p-iodoaniline (10.95 grams, 0.05 mol) and dimethylacetamide (DMAc) (35 milliliters). 4-iodophthalic anhydride (13.6 grams, 0.05 mol) was added slowly over 10 minutes. The reaction mixture was heated with stirring to a temperature of about 70° C. Pyridine (19.45 grams, 0.25 mol) was added, the reaction mixture was stirred for 15 minutes, then acetic anhydride (11.12 grams, 0.11 mol) was added dropwise over 20 minutes. The reaction mixture was stirred at 70° C. overnight. The reaction mixture was poured into water, producing a white solid product, which was collected by filtration, triturated with methanol (300 milliliters) and dried under vacuum at 60° C. overnight. Melting point, as determined by DSC was 235° C. Combustion analysis was: calculated: C=35.40, H=1.49, N=2.95; measured: C=35.47, H=1.59, N=2.94. Proton NMR was consistent with the above general structure.

Aufarbeitung

  1. custom##STR19## A 100 milliliter round-bottomed flask, equipped with stirrer
  2. temperatureThe reaction mixture was heated
  3. stirringthe reaction mixture was stirred for 15 minutes
  4. stirringThe reaction mixture was stirred at 70° C. overnight
  5. customproducing a white solid product, which
  6. filtrationwas collected by filtration
  7. customtriturated with methanol (300 milliliters)
  8. customdried under vacuum at 60° C. overnight
  9. customwas 235° C

Quellen und Nachweise

ORD-Eintrag
ord-9ff793e2ac0b4ffcb65128a1e6821e0d
Quelldatensatz
uspto-grants-1993_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05241038

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