Potassium Carbonate → 1-Benzyl-4-(4-nitrophenyl)-[1,4]diazepane

HRID 1294401

Reaction equation

HRID 1294401 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+].[CH2:17]([N:24]1[CH2:30][CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O>[CH2:17]([N:24]1[CH2:30][CH2:29][CH2:28][N:27]([C:6]2[CH:5]=[CH:4][C:3]([N+:8]([O-:10])=[O:9])=[CH:2][CH:7]=2)[CH2:26][CH2:25]1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 738951-Fluoro-2-nitrobenzeneHCID 2283651-Benzyl-1,4-diazepane

Product 1

HCID 130079571-Benzyl-4-(4-nitrophenyl)-[1,4]diazepane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

Fluoronitrobenzene (3.09 g, 21.9 mmol) is dissolved in water (14 ml), and then potassium carbonate (3.64 g, 26.28 mmol) and 1-benzylhomopiperazine (5 g, 26.28 mmol) are added. The medium is heated at 90° C. for 4 h 20 min and then cooled to room temperature. The precipitate formed is filtered, and a yellow solid is obtained. 6.30 g (92.5%) of product are recovered.

Workup

  1. temperaturecooled to room temperature
  2. customThe precipitate formed
  3. filtrationis filtered
  4. customa yellow solid is obtained
  5. custom6.30 g (92.5%) of product are recovered

Sources & evidence

ORD record
ord-9ac02f125e9f40809ba6a88309620c1f
Source dataset
uspto-grants-2007_07
Patent number
US07241317B2

Linked notes

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