Water → HCID 9879346, compound

HRID 349669Notes

Reaction equation

HRID 349669 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-cb62522190934ab8a44cee1654e249da
Source dataset
uspto-grants-2007_02
Patent number
US07179912B2

Reaction notes

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