반응 #2027628

반응 방정식

1-methylpiperazine

anisole

1-methylpiperazine

4-chloro-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine

ammonia

→

title compound

4-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo[b,e][1,4]diazepine

용매

toluene

toluene

Isopropanol

toluene

반응 조건

후처리

1. 1
   기타the resulting reaction mixture
2. 2
   온도was heated
3. 3
   온도at reflux for 6 h before it
4. 4
   여과the whole mixture was filtered hot
5. 5
   온도Upon cooling to room temperature
6. 6
   농축the filtrate was concentrated in vacuo to dryness
7. 7
   기타The purification
8. 8
   추출was carried out either by acidic (3M HCl) extraction and basification (30% ammonia) or column chromatography

실험 절차

To a stirred solution of anisole (0.40 mL, 3.68 mmol) in dry toluene (2.00 mL) was added titanium tetrachloride (0.24 mL, 2.18 mmol) at room temperature under argon. The mixture was then treated with 1-methylpiperazine (1.04 mL, 0.94 g, 9.40 mmol) and 4-chloro-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine (0.49 g, 2.00 mmol) (Giani et al, supra) and diluted with toluene (1.00 mL). After more 1-methylpiperazine (0.60 mL, 0.54 g, 5.40 mmol) was added, toluene (8.00 mL) was added and the resulting reaction mixture was heated at reflux for 6 h before it was cooled to 60° C. Isopropanol (0.80 mL), celite (0.40 g) and ammonia (30%, 0.50 mL) were added sequentially and the whole mixture was filtered hot. Upon cooling to room temperature, the filtrate was concentrated in vacuo to dryness. The purification was carried out either by acidic (3M HCl) extraction and basification (30% ammonia) or column chromatography using ethyl acetate/methanol (3/1) as the eluent. The title compound was obtained as a light yellow solid in 0.60 g (91%); m.p. 168°-170° C.; MS (EI) 326 (M+).

출처