Réaction #527998

Équation de réaction

methylamine hydrochloride

triethylamine

1-(4-chloroacetylaminophenyl)-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine

1-(4-Chloroacetylaminophenyl)-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine

→

aimed product

Rendement 38.6%

1-[4-(N-methylglycylamino)phenyl]-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine

Rendement 38.6%

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   Températurethe reaction mixture was refluxed for 10 hours
2. 2
   Autreevaporated under reduced pressure
3. 3
   AutreThe residue was purified by column chromatography (adsorbent: Kieselgel 60, eluent: chloroform--methanol 9:1)
4. 4
   AutreThe crude product was triturated with 3 ml of 50% ethanol at 25° C.

Mode opératoire

1.31 g (19.5 mmol) of methylamine hydrochloride and 3.24 ml (23.3 mmol) of triethylamine were added to a suspension containing 1.61 g (3.89 mmol) of 1-(4-chloroacetylaminophenyl)-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine (see Example 106) in 100 ml of ethanol and the reaction mixture was refluxed for 10 hours, then evaporated under reduced pressure. The residue was purified by column chromatography (adsorbent: Kieselgel 60, eluent: chloroform--methanol 9:1). The crude product was triturated with 3 ml of 50% ethanol at 25° C. to give 0.61 g (38.6%) of the aimed product, m.p.: 220°-222° C. (weak decomp.).

Source