Methyl 2-isocyanato-3-phenylpropanoate → HCID 178470451, Verbindung

HRID 442341

Reaktionsgleichung

Reaktionsgleichung von HRID 442341
[N:1]([CH:4]([C:12]([O:14][CH3:15])=[O:13])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[C:2]=[O:3].[NH2:16][C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[N:23]=[N:22][C:21]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[C:20]2[OH:32]>N1C=CC=CC=1>[OH:32][C:20]1[C:19]2[C:24](=[CH:25][CH:26]=[C:17]([NH:16][C:2]([NH:1][CH:4]([C:12]([O:14][CH3:15])=[O:13])[CH2:5][C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=3)=[O:3])[CH:18]=2)[N:23]=[N:22][C:21]=1[C:27]([O:29][CH2:30][CH3:31])=[O:28]

Komponenten

4

Edukt 2

HCID 2769481Methyl 2-isocyanato-3-phenylpropanoateHCID 178470447HCID 178470447, Verbindung

Produkt 1

HCID 178470451HCID 178470451, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

1-Isocyanato-1-methoxycarbonyl-2-phenylethane (1.2 g.) was added to a stirred solution of ethyl 6-amino-4-hydroxycinnolin-3-yl carboxylate (1.17 g.) in pyridine (20 ml.). The mixture was stirred overnight and the solid which separated was washed successively with pyridine (10 ml.) and ether (100 ml.). The solid was dissolved in boiling ethanol (1 l.), and the solution was filtered whilst hot. The filtrate was evaporated to approximately 300 ml. After standing at 0° C. overnight, the mixture was filtered and the solid residue washed successively with ethanol (50 ml.) and ether (100 ml.) to give ethyl 4-hydroxy-6-[3-(α-methoxycarbonylphenethyl)ureido]cinnolin-3-yl carboxylate, m.p. 242°-243° C.

Aufarbeitung

  1. customthe solid which separated
  2. washwas washed successively with pyridine (10 ml.) and ether (100 ml.)
  3. dissolutionThe solid was dissolved
  4. filtrationthe solution was filtered whilst hot
  5. customThe filtrate was evaporated to approximately 300 ml
  6. waitAfter standing at 0° C. overnight
  7. filtrationthe mixture was filtered
  8. washthe solid residue washed successively with ethanol (50 ml.) and ether (100 ml.)

Quellen und Nachweise

ORD-Eintrag
ord-b2cc4793090c40cdb214bfcdf265bfe9
Quelldatensatz
uspto-grants-1977_08
Patentnummer
US04045439

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