Technology Process of 8-[[4-(iminoaminomethyl)phenyl]methoxy]-7,13-dihydro-5,13-dioxo-quinazolino[3,2-a][1,4]benzodiazepine-6(5H)-propanoic acid ethyl ester
There total 15 articles about 8-[[4-(iminoaminomethyl)phenyl]methoxy]-7,13-dihydro-5,13-dioxo-quinazolino[3,2-a][1,4]benzodiazepine-6(5H)-propanoic acid ethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 13 steps
1: 175.8 g / potassium carbonate / dimethylformamide / 2.5 h / 50 °C
2: tetrabutylammonium bromide; potassium permanganate / H2O; pyridine / 20 °C
3: oxalyl chloride / benzene; dimethylformamide / 20 - 65 °C
4: 800 mg / sodium bicarbonate / tetrahydrofuran; H2O / 18.3 h / 0 - 20 °C
5: 700 mg / tin(II) chloride dihydrate / ethyl acetate; ethanol / 3.5 h / 70 °C
6: 98 percent / CH2Cl2; H2O / 0.67 h / 0 °C
7: 77 percent / potassium carbonate / dimethylformamide / 2 h / 50 °C
8: 96 percent / Lawesson's reagent / tetrahydrofuran / 2 h / 50 °C
9: tetrabutylammonium hydrogen sulfate; sodium hydroxide / CH2Cl2; H2O / 16 h / 20 °C
10: 0.3 g / pyridinium hydrochloride / toluene / 5 h / Heating
11: hydrogen sulfide / pyridine; diethylamine / 3 h / 20 °C
12: CH2Cl2 / 0.5 h / 50 °C
13: ammonium acetate / ethanol / 0.5 h / 50 °C
With
Lawessons reagent; ammonium acetate; sodium hydroxide; potassium permanganate; oxalyl dichloride; hydrogen sulfide; tetrabutylammomium bromide; tetra(n-butyl)ammonium hydrogensulfate; pyridine hydrochloride; sodium hydrogencarbonate; potassium carbonate; tin(ll) chloride;
In
tetrahydrofuran; pyridine; ethanol; dichloromethane; water; ethyl acetate; diethylamine; N,N-dimethyl-formamide; toluene; benzene;
1: Etherification / 2: Oxidation / 3: Substitution / 4: Acylation / 5: Reduction / 6: Acylation / 7: Cyclization / 8: Substitution / 9: Methylation / 10: Cyclization / 11: Addition / 12: Methylation / 13: Substitution;
DOI:10.1016/S0968-0896(98)80013-8
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 800 mg / sodium bicarbonate / tetrahydrofuran; H2O / 18.3 h / 0 - 20 °C
2: 700 mg / tin(II) chloride dihydrate / ethyl acetate; ethanol / 3.5 h / 70 °C
3: 98 percent / CH2Cl2; H2O / 0.67 h / 0 °C
4: 77 percent / potassium carbonate / dimethylformamide / 2 h / 50 °C
5: 96 percent / Lawesson's reagent / tetrahydrofuran / 2 h / 50 °C
6: tetrabutylammonium hydrogen sulfate; sodium hydroxide / CH2Cl2; H2O / 16 h / 20 °C
7: 0.3 g / pyridinium hydrochloride / toluene / 5 h / Heating
8: hydrogen sulfide / pyridine; diethylamine / 3 h / 20 °C
9: CH2Cl2 / 0.5 h / 50 °C
10: ammonium acetate / ethanol / 0.5 h / 50 °C
With
Lawessons reagent; ammonium acetate; sodium hydroxide; hydrogen sulfide; tetra(n-butyl)ammonium hydrogensulfate; pyridine hydrochloride; sodium hydrogencarbonate; potassium carbonate; tin(ll) chloride;
In
tetrahydrofuran; pyridine; ethanol; dichloromethane; water; ethyl acetate; diethylamine; N,N-dimethyl-formamide; toluene;
1: Acylation / 2: Reduction / 3: Acylation / 4: Cyclization / 5: Substitution / 6: Methylation / 7: Cyclization / 8: Addition / 9: Methylation / 10: Substitution;
DOI:10.1016/S0968-0896(98)80013-8