7-amino-4,4-dimethylisoquinoline-1,3(2H,4H)-dione → N-Cyano-N'-(4,4-dimethyl-1,2,3,4-tetrahydro-1,3-dioxo-7-isoquinolinyl)-urea

HRID 621420

Reaktionsgleichung

Reaktionsgleichung von HRID 621420
NC1C=C2C(C(C)(C)C(=O)NC2=O)=CC=1.[C:16]([NH:18][C:19](=[N:27][C:28]1[CH:37]=[C:36]2[C:31]([C:32]([CH3:41])([CH3:40])[C:33](=[O:39])[NH:34][C:35]2=[O:38])=[CH:30][CH:29]=1)[O:20]C1C=CC=CC=1)#[N:17]>C(O)(C)C>[C:16]([NH:18][C:19]([NH:27][C:28]1[CH:37]=[C:36]2[C:31]([C:32]([CH3:41])([CH3:40])[C:33](=[O:39])[NH:34][C:35]2=[O:38])=[CH:30][CH:29]=1)=[O:20])#[N:17]

Komponenten

4

Edukt 2

HCID 135581517-amino-4,4-dimethylisoquinoline-1,3(2H,4H)-dioneHCID 21242828N-cyano-N'-(4,4-dimethyl-1,2,3,4-tetrahydro-1,3-dioxo-7-isoquinolinyl)-O-phenylisourea

Produkt 1

HCID 21242842N-Cyano-N'-(4,4-dimethyl-1,2,3,4-tetrahydro-1,3-dioxo-7-isoquinolinyl)-urea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

5.5 g. (23 mMole) N-cyanodiphenoxyimidocarbonate and 4.7 g. (23 mMole) 7-amino-4,4-dimethylisoquinoline-1,3-dione were stirred in 110 ml. isopropanol for 16 hours at 50° C. Subsequently, the reaction mixture was cooled, filtered off with suction and washed with isopropanol. The residue was recrystallised from ethanol. There were obtained 4.1 g. (51% of theory) N-cyano-N'-(4,4-dimethyl-1,2,3,4-tetrahydro-1,3-dioxo-7-isoquinolinyl)-O-phenylisourea; m.p. 214°-216° C.

Aufarbeitung

  1. temperatureSubsequently, the reaction mixture was cooled
  2. filtrationfiltered off with suction
  3. washwashed with isopropanol
  4. customThe residue was recrystallised from ethanol
  5. customThere were obtained 4.1 g

Quellen und Nachweise

ORD-Eintrag
ord-ebe59390d92e4852b3036738e34da90f
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04824835

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