2-Nitrophenyl isocyanate → 8-[3-(2-nitrophenyl)ureido]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one dihydrate

HRID 481456Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 481456
Cl.[NH2:2][C:3]1[CH:19]=[CH:18][C:17]2[C:8]3[NH:9][C:10](=[O:16])[C:11]4[N:12]([CH:13]=[CH:14][N:15]=4)[C:7]=3[CH2:6][C:5]=2[CH:4]=1.[N+:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N:29]=[C:30]=[O:31])([O-:22])=[O:21]>C(N(CC)CC)C>[OH2:16].[OH2:21].[N+:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[NH:29][C:30](=[O:31])[NH:2][C:3]1[CH:19]=[CH:18][C:17]2[C:8]3[NH:9][C:10](=[O:16])[C:11]4[N:12]([CH:13]=[CH:14][N:15]=4)[C:7]=3[CH2:6][C:5]=2[CH:4]=1)([O-:22])=[O:21]

Komponenten

4

Edukt 2

HCID 768342-Nitrophenyl isocyanateHCID 189754908-amino-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one hydrochloride

Produkt 1

HCID 190660428-[3-(2-nitrophenyl)ureido]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one dihydrateAusbeute 58,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

The preparation is carried out in the same way as in Example 20, from 1.5 g of 8-amino-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one hydrochloride, 1.53 ml of triethylamine and 1.79 g of 2-nitrophenyl isocyanate. After reacting for 6 hours at a temperature in the region of 20° C., the insoluble material is filtered and washed with water and then with isopropyl ether. 0.7 g of 8-[3-(2-nitrophenyl)ureido]-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one dihydrate are thus obtained in the form of an orangey solid, the melting point of which is greater than 260° C. (Analysis C20H18 N6O6.0.83H2O, % calculated C: 54.79, H: 4.14, N: 19.17, % found C: 54.5, H: 3.8, N: 19.1).

Aufarbeitung

  1. filtrationthe insoluble material is filtered
  2. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-88029229299f428c96eade75a6ff4d87
Quelldatensatz
uspto-grants-1998_08
Patentnummer
US05789406

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