Potassium Carbonate → 1-Methyl-4-(4-nitrophenyl)-1,4-diazepane

HRID 1294398Notes

Reaction equation

HRID 1294398 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].C(=O)([O-])[O-].[K+].[K+].[CH3:17][N:18]1[CH2:24][CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>O>[CH3:17][N:18]1[CH2:24][CH2:23][CH2:22][N:21]([C:6]2[CH:5]=[CH:4][C:3]([N+:8]([O-:10])=[O:9])=[CH:2][CH:7]=2)[CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 738951-Fluoro-2-nitrobenzeneHCID 2283491-Methylhomopiperazine

Product 1

HCID 31247221-Methyl-4-(4-nitrophenyl)-1,4-diazepaneYield 94.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

Fluoronitrobenzene (10.3 g, 0.073 mol) is dissolved in water and then potassium carbonate (12.1 g, 0.0876 mol) is added. 1-Methyl[1,4]diazepane (10 g, 0.0876 mol) is introduced and then the reaction medium is heated under reflux (≅100° C.) for 5 hours. The medium is cooled. A precipitate forms, which is filtered and washed with water. A yellow solid is recovered, which is dried at 45° C. in a vacuum oven (16.21 g, yield=94.5%).

Workup

  1. temperaturethe reaction medium is heated
  2. temperatureThe medium is cooled
  3. filtrationA precipitate forms, which is filtered
  4. washwashed with water
  5. customA yellow solid is recovered
  6. customwhich is dried at 45° C. in a vacuum oven (16.21 g, yield=94.5%)

Sources & evidence

ORD record
ord-6fc27060344f44b5a5f009309b142a75
Source dataset
uspto-grants-2007_07
Patent number
US07241317B2

Reaction notes

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