تفاعل #53366

معادلة التفاعل

diethyl azodicarboxylate

compound

1-{6-[(6-Chloropyridazin-3-yl)-hydrazono-(4-nitrophenyl)-methyl]-(benzo-1,3-dioxol-5-yl)}-propan-2-ol

triphenyiphosphine

→

title compound

المردود 42.0%

(±)-7-(3-Chloropyridazin-6-yl)-8-methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

المردود 42.0%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued for 24 h
3. 3
   ترشيحAfter dilution with sodium chloride solution the precipitated product was filtered off
4. 4
   أخرىdried
5. 5
   أخرىpurified by column chromatography
6. 6
   workup.ADDITIONa mixture of chloroform-methanol (99:1) as eluent
7. 7
   أخرىThe residue obtained on concentration
8. 8
   أخرىwas crystallized
9. 9
   درجة الحرارةby refluxing in ethanol

الإجراء التجريبي

A mixture of 0.3 g (0.66 mmol) of the compound prepared in Step A, 10 ml of dimethylformamide and 0.34 g (1.30 mmol) of triphenyiphosphine was stirred at room temperature for 5 min, then 0.20 ml (1.27 mmol) of diethyl azodicarboxylate was added and stirring was continued for 24 h. After dilution with sodium chloride solution the precipitated product was filtered off, dried and purified by column chromatography using silica gel (MN Kieselgel 60) as adsorbent and a mixture of chloroform-methanol (99:1) as eluent. The residue obtained on concentration was crystallized by refluxing in ethanol to yield 0.12 g (42%) of the title compound; Mp.: 254-255° C.

المصدر