Reaktion #53342

ord-9acdb13ea24346d98b1bb6f6e7dc3742

Reaktionsgleichung

CC1Cc2cc3c(cc2C(c2ccc([N+](=O)[O-])cc2)=NN1C(N)=S)OCO3
starting material I
CC1Cc2cc3c(cc2C(c2ccc([N+](=O)[O-])cc2)=NN1C(N)=S)OCO3
(±)-8-Methyl-5-(4-nitrophenyl)-7-thiocarbamoyl-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine
CC(=O)CCl
chloroacetone
CN(C)C=O
dimethylformamide
Cc1csc(N2N=C(c3ccc([N+](=O)[O-])cc3)c3cc4c(cc3CC2C)OCO4)n1
title compound
Ausbeute 82.5%
Cc1csc(N2N=C(c3ccc([N+](=O)[O-])cc3)c3cc4c(cc3CC2C)OCO4)n1
(±)-8-Methyl-7-(4-methyl-thiazol-2-yl)-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine
Ausbeute 82.5%

Lösungsmittel

Reaktionsbedingungen

Temperatur
85°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationthe precipitated crystals were filtered off
  2. 2
    Sonstigedried
  3. 3
    Sonstigepurified
  4. 4
    Temperaturby refluxing in ethanol

Vorschrift

A mixture of 0.76 g (1.98 mmol) of the starting material I, 1.10 g (11.88 mmol) of chloroacetone and 15 ml of dimethylformamide was stirred at 80-90° C. for 40 min. Then the reaction mixture was diluted with water, the precipitated crystals were filtered off, dried and purified by refluxing in ethanol to yield 0.69 g (82%) of the title compound; Mp.: 188-189° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06858605B2uspto-grants-2005_02