تفاعل #992751

معادلة التفاعل

bicarbonate

2,5-Diamino-3-chloro-benzonitrile

bis-(2-bromoethyl)ether

N,N-diisopropyl-ethylamine

→

title compound

المردود 91.0%

2-Amino-3-chloro-5-morpholin-4-yl-benzonitrile

المردود 91.0%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe crude mixture was extracted with ethyl acetate (20 mL)
2. 2
   غسيلThe organic phase was washed with water (20 mL) and brine (20 mL)
3. 3
   تجفيفdried over sodium sulfate
4. 4
   تركيزconcentrated in vacuo

الإجراء التجريبي

2,5-Diamino-3-chloro-benzonitrile (387 mg), bis-(2-bromoethyl)ether (0.35 mL) and N,N-diisopropyl-ethylamine (1.25 mL) were mixed in N,N-dimethylformamide (4 mL) and heated to 180° C. for 30 minutes in a sealed microwave process vial. Saturated aqueous bicarbonate (20 mL) was added and the crude mixture was extracted with ethyl acetate (20 mL). The organic phase was washed with water (20 mL) and brine (20 mL), dried over sodium sulfate and concentrated in vacuo to furnish 0.50 g (91%) of the title compound as a brown solid. LC-MS (m/z) 238 (MH+); tR=2.31, (UV, ELSD) 85%, 95%. 1H NMR (500 MHz, DMSO-d6): 2.97 (m, 4H), 3.69 (m, 4H), 5.59 (s, 2H), 7.04 (d, 1H), 7.29 (d, 1H).

المصدر