Réaction #1701

ord-e4f280544c164e7781c5e91559bf59d4

Équation de réaction

CCOC(=O)c1cn(C2Cc3ccc(Cl)cc3C2=O)c(C(=O)OCC)n1
diethyl 1-(6-chloro-1-oxoindan-2-yl)imidazole-2,4-dicarboxylate
CC(=O)[O-].[NH4+]
ammonium acetate
CC(=O)O
acetic acid
CCOC(=O)c1cn2c3c([nH]c(=O)c2n1)-c1cc(Cl)ccc1C3
ethyl 7-chloro-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-2-carboxylate
Rendement 61.7%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    LavageAfter washing the precipitate with water
  2. 2
    Autrewith methyl ethyl ketone, the solid obtained

Mode opératoire

The procedure is as in Example 1 but starting from 5 g of diethyl 1-(6-chloro-1-oxoindan-2-yl)imidazole-2,4-dicarboxylate, 118 g of ammonium acetate and 190 ml of acetic acid. After washing the precipitate with water and then with methyl ethyl ketone, the solid obtained is first of all ground in acetonitrile and then in methanol and finally in acetone to obtain 2.7 g of ethyl 7-chloro-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-2-carboxylate in the form of a brown solid melting above 260° C. (analysis % calculated C: 58.28, H: 3.67, Cl: 10.75, N: 12.74; % found C: 58.6, H: 3.4, Cl: 10.4, N: 13.1).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05726175uspto-grants-1998_03