Triethylamine → HCID 10366274, Verbindung

HRID 36921Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 36921
C([N:3]([CH2:6]C)CC)C.[CH3:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[C:20]2[CH:21]=[C:22]3[CH2:27][CH2:26][CH2:25][C:23]3=[CH:24][C:19]=2[O:18][C:17](=[O:28])[C:16]=1C(O)=O.C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:39])=CC=1.[F:49][C:50]1[CH:56]=[C:55]([F:57])[CH:54]=[CH:53][C:51]=1[NH2:52]>C1C=CC=CC=1>[F:49][C:50]1[CH:56]=[C:55]([F:57])[CH:54]=[CH:53][C:51]=1[NH:52][C:6]([NH:3][C:16]1[C:17](=[O:28])[O:18][C:19]2[CH:24]=[C:23]3[CH2:25][CH2:26][CH2:27][C:22]3=[CH:21][C:20]=2[C:15]=1[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[CH3:8])=[O:39]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 97092,4-DifluoroanilineHCID 199401P,P-Diphenylphosphinic azideHCID 103586304-(2-Methylphenyl)-2-oxo-2,6,7,8-tetrahydrocyclopenta[g][1]benzopyran-3-carboxylic acid

Produkt 1

HCID 10366274HCID 10366274, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

Triethylamine (1.2 ml) was added dropwise to a mixture of 4-(2-methylphenyl)-2-oxo-2,6,7,8-tetrahydrocyclopenta[g][1]benzopyran-3-carboxylic acid (2.56 g), DPPA (2.64 g) and benzene (32 ml). The mixture was stirred at room temperature for 30 minutes and, then, on reflux for 30 minutes. Then, 2,4-difluoroaniline (1.0 ml) was added and the mixture was further refluxed for 30 minutes. The reaction mixture was washed with water, 1N HCl and water in the order mentioned and, then, dried (MgSO4). The solvent was then distilled off to give N-(2,4-difluorophenyl)-N'-[4-(2-methylphenyl)-2-oxo-2,6,7,8-tetrahydrocyclopenta[g][1]-benzopyran-3-yl]urea as oil. The oil was crystallized by addition of isopropyl ether (3.4 g, 95.2%). Recrystallization from acetone gave colorless prisms, m.p. 223°-224° C.

Aufarbeitung

  1. temperatureon reflux for 30 minutes
  2. temperaturethe mixture was further refluxed for 30 minutes
  3. washThe reaction mixture was washed with water, 1N HCl and water in the order
  4. dry with materialdried (MgSO4)
  5. distillationThe solvent was then distilled off

Quellen und Nachweise

ORD-Eintrag
ord-f4146c2cd77f4afda0fd0c09ba362881
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05418239

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