Dimethylcarbamoyl Chloride → N,N-Dimethyl-N'-(4,4-dimethyl-1,2,3,4-tetrahydro-1,3-dioxo-7-isoquinolinyl)-urea

HRID 621419

Reaktionsgleichung

Reaktionsgleichung von HRID 621419
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:15])([CH3:14])[C:7](=[O:13])[NH:8][C:9]2=[O:12])=[CH:4][CH:3]=1.[CH3:16][N:17]([CH3:21])[C:18](Cl)=[O:19]>N1C=CC=CC=1>[CH3:16][N:17]([CH3:21])[C:18]([NH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:15])([CH3:14])[C:7](=[O:13])[NH:8][C:9]2=[O:12])=[CH:4][CH:3]=1)=[O:19]

Komponenten

4

Edukt 2

HCID 6598Dimethylcarbamoyl ChlorideHCID 135581517-amino-4,4-dimethylisoquinoline-1,3(2H,4H)-dione

Produkt 1

HCID 21242848N,N-Dimethyl-N'-(4,4-dimethyl-1,2,3,4-tetrahydro-1,3-dioxo-7-isoquinolinyl)-urea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

1.3 g. (6.3 mMole) 7-amino-4,4-dimethylisoquinoline-1,3-dione was dissolved in 30 ml. pyridine, mixed, while cooling with ice, with 1.5 g. dimethylcarbamoyl chloride and the reaction mixture further stirred for 4 hours at 25° C. Subsequently, the reaction mixture was distilled to dryness, the residue was taken up in methylene chloride, washed with water, dried and the methylene chloride distilled off. The residue was recrystallised from ethanol. Yield 1.1 g. (63.6% of theory); m.p. 256°-258° C.

Aufarbeitung

  1. temperaturewhile cooling with ice, with 1.5 g
  2. distillationSubsequently, the reaction mixture was distilled to dryness
  3. washwashed with water
  4. customdried
  5. distillationthe methylene chloride distilled off
  6. customThe residue was recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-d46dd2ee7094491f8ac07da2da6b03eb
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04824835

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