ChemicalBook--->CAS DataBase List--->35525-86-1

35525-86-1

35525-86-1 Structure

35525-86-1 Structure
IdentificationBack 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
Chemical PropertiesBack Directory
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

Colorless to light yellow Liquid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HS Code ]

2926907090
Spectrum DetailBack Directory
[Spectrum Detail]

4-[(DIMETHYLAMINO)METHYL]BENZONITRILE(35525-86-1)1HNMR
Hazard InformationBack Directory
[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
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