4-[(DIMETHYLAMINO)METHYL]BENZONITRILE

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4-[(DIMETHYLAMINO)METHYL]BENZONITRILE Basic information
Product Name:4-[(DIMETHYLAMINO)METHYL]BENZONITRILE
Synonyms:Benzonitrile,4-[(diMethylaMino)Methyl]-;4-cyano-N,N-dimethylbenzylamine
CAS:35525-86-1
MF:C10H12N2
MW:160.22
EINECS:
Product Categories:
Mol File:35525-86-1.mol
4-[(DIMETHYLAMINO)METHYL]BENZONITRILE Structure
4-[(DIMETHYLAMINO)METHYL]BENZONITRILE Chemical Properties
storage temp. Sealed in dry,Room Temperature
AppearanceColorless to light yellow Liquid
Safety Information
HS Code 2926907090
MSDS Information
4-[(DIMETHYLAMINO)METHYL]BENZONITRILE Usage And Synthesis
Synthesis
Dimethylamine

124-40-3

4-Cyanobenzyl bromide

17201-43-3

4-[(DIMETHYLAMINO)METHYL]BENZONITRILE

35525-86-1

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
4-[(DIMETHYLAMINO)METHYL]BENZONITRILE Preparation Products And Raw materials
Raw materialsDimethylamine-->Triethylamine-->4-Cyanobenzyl bromide-->N,N-Dimethylformamide-->Sodium carbonate
Tag:4-[(DIMETHYLAMINO)METHYL]BENZONITRILE(35525-86-1) Related Product Information
3-(methylaminomethyl)benzonitrile 4-(Methylaminomethyl)benzonitrile 4-[(diethylamino)methyl]benzonitrile 3-EthylaMinoMethyl-benzonitrile 3-[(diethylamino)methyl]benzonitrile 4-[(DIMETHYLAMINO)METHYL]BENZOIC ACID