Water → 4-(4-Methyl-1,4-diazepan-1-yl)benzonitrile

HRID 1595369Notes

Reaction equation

HRID 1595369 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[CH3:10][N:11]1[CH2:17][CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[CH3:10][N:11]1[CH2:17][CH2:16][CH2:15][N:14]([C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)[CH2:13][CH2:12]1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 145174-FluorobenzonitrileHCID 2283491-Methylhomopiperazine

Product 1

HCID 180011064-(4-Methyl-1,4-diazepan-1-yl)benzonitrile

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

4-Fluorobenzonitrile (25.5 g), 4-methylhomopiperazine (26.2 ml) and potassium carbonate (28 g) were heated in DMSO for 15 hr. After heating, the reaction mixture was poured into water (1 L). The precipitated crystals were collected by filtration to give the objective 4-(4-methylhomopiperazin-1-yl)benzonitrile (34.6 g), melting point 82-84° C.

Workup

  1. temperatureAfter heating
  2. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-fb26642aaa0e416385e74b155e3d5760
Source dataset
uspto-grants-2001_09
Patent number
US06288061B1

Reaction notes

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