Reaktion #53341

ord-d6fbdcbbe9454367a6b64eb88f7e508c

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
CCOC(CBr)OCC
bromoacetaldehyde diethyl acetal
CN(C)C=O
dimethylformamide
CC1Cc2cc3c(cc2C(c2ccc([N+](=O)[O-])cc2)=NN1c1nccs1)OCO3
title compound
Ausbeute 80.0%
CC1Cc2cc3c(cc2C(c2ccc([N+](=O)[O-])cc2)=NN1c1nccs1)OCO3
(±)-8-Metyl-5-(4-nitrophenyl)-7-(2-thiazolyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine
Ausbeute 80.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe crude product obtained
  2. 2
    Sonstigewas recrystallized from ethanol

Vorschrift

A mixture of 1.00 g (2.60 mmol) of the starting material I, 2.54 g (12.89 mmol) of bromoacetaldehyde diethyl acetal and 10 ml of dimethylformamide was stirred at 80° C. for 40 min. Then the reaction mixture was diluted with water and the crude product obtained was recrystallized from ethanol to yield 0.85 g (80%) of the title compound. Mp.: 145-150° C.

Quelle

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