| Identification | Back Directory | [Name]
4-[(DIMETHYLAMINO)METHYL]BENZONITRILE | [CAS]
35525-86-1 | [Synonyms]
Benzonitrile,4-[(diMethylaMino)Methyl]- | [Molecular Formula]
C10H12N2 | [MDL Number]
MFCD00029578 | [MOL File]
35525-86-1.mol | [Molecular Weight]
160.22 |
| Hazard Information | Back Directory | [Synthesis]
GENERAL STEPS: 4-Cyanobenzyl bromide (10 g, 0.05 mol), sodium carbonate (5.95 g, 56.0 mmol, 1.1 eq.) and dimethylamine (56.0 mmol, 1.1 eq.) were dissolved in N,N-dimethylformamide (75 mL) and stirred at room temperature for 3 hours. The reaction mixture was then heated to 90°C to continue the reaction. After completion of the reaction, it was cooled to room temperature, water (200 mL) was added and stirred at 0°C. The reaction was carried out at 0°C with the addition of water. If crystals precipitated, they were collected by filtration, washed with cold water (2 x 50 mL) and dried under vacuum to give the first products. The filtrates were combined and extracted with ethyl acetate (3 x 50 mL), the organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the second product. The total yield of the products was 72-98%. | [References]
[1] Angewandte Chemie - International Edition, 2007, vol. 46, # 46, p. 8869 - 8871 [2] Collection of Czechoslovak Chemical Communications, 1987, vol. 52, # 8, p. 2095 - 2106 [3] European Journal of Medicinal Chemistry, 2018, vol. 152, p. 31 - 52 [4] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 17, p. 5891 - 5908 [5] Archiv der Pharmazie, 1962, vol. 295 /67, p. 690 - 697 |
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