Triphosgene → 4-Nitro-1H-benzo[d]imidazol-2(3H)-one

HRID 1696345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1696345
ClC(Cl)(O[C:5](=[O:11])OC(Cl)(Cl)Cl)Cl.[N+:13]([C:16]1[C:17]([NH2:23])=[C:18]([NH2:22])[CH:19]=[CH:20][CH:21]=1)([O-:15])=[O:14]>CC#N>[N+:13]([C:16]1[C:17]2[NH:23][C:5](=[O:11])[NH:22][C:18]=2[CH:19]=[CH:20][CH:21]=1)([O-:15])=[O:14]

Komponenten

4

Edukt 2

HCID 94429TriphosgeneHCID 43595253-Nitro-1,2-phenylenediamine

Produkt 1

HCID 41498284-Nitro-1H-benzo[d]imidazol-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Triphosgene (56 g, 188.8 mol) was added portionwise over 15 min to a solution of 3-nitro-1,2-phenylenediamine (25.5 g, 167 mol) in CH3CN (400 mL) at 0° C. and the mixture was allowed to warm to ambient temperature after 30 min. The reaction was concentrated in vacuo, diluted with toluene (100 mL) and the solid precipitate was collected by filtration to give the title compound. MS: m/z=180 (M+1).

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo
  2. additiondiluted with toluene (100 mL)
  3. filtrationthe solid precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-525421729959483d9dc8801edf302430
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163752B2

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