Water → HCID 9879346, compound

HRID 884418Notes

Reaction equation

HRID 884418 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([NH2:8])[CH:7]=1.[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[N+:9]([C:5]1[CH:4]=[CH:3][C:2]([N:21]2[CH2:22][CH2:23][N:18]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][N:12]=3)[CH2:19][CH2:20]2)=[CH:7][C:6]=1[NH2:8])([O-:11])=[O:10]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 742185-Chloro-2-nitroanilineHCID 944591-(2-Pyridyl)piperazine

Product 1

HCID 9879346HCID 9879346, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 5-chloro-2-nitrophenylamine (1.3 g, 7.0 mmol), 1-(2-pyridyl)-piperazine (3.5 g, 20 mmol), and K2CO3 (3.0 g, 22 mmol) in DMF (20 mL) was stirred at 110° C. for 48 h. The reaction mixture was cooled to room temperature and poured into water. The crude yellow solid was collected by vacuum filtration, air dried, and recrystallized from CHCl3 (0.36 g, 17%).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe crude yellow solid was collected by vacuum filtration, air
  3. customdried
  4. customrecrystallized from CHCl3 (0.36 g, 17%)

Sources & evidence

ORD record
ord-808c3039e51b42c892ffc4a2e6c5c525
Source dataset
uspto-grants-2012_08
Patent number
US08242115B2

Reaction notes

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