Potassium Carbonate → HCID 45417002, compound

HRID 710014Notes

Reaction equation

HRID 710014 reaction equation
F[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].C([O-])([O-])=O.[K+].[K+].[C:20]1([CH3:32])[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>CN(C=O)C>[N+:11]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:2]=1[N:29]1[CH2:30][CH2:31][N:26]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[CH3:32])[CH2:27][CH2:28]1)[C:6]([OH:8])=[O:7])([O-:13])=[O:12]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 679874-Fluoro-3-nitrobenzoic acidHCID 919652-Mepp

Product 1

HCID 45417002HCID 45417002, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a solution of 4-fluoro-3-nitro-benzoic acid (6.0 g, 32.4 mmol) in DMF (20 mL), K2CO3 (8.94 g, 64.8 mmol) was added, followed by 1-o-tolyl-piperazine (6.85 g, 38.9 mmol), and the reaction mixture was stirred at room temperature for 16 h. DMF (5.0 mL) was added and filtered. The solid was washed with MeOH (300 mL) and methanol layer was evaporated to give the acid 3-nitro-4-(4-o-tolyl-piperazin-1-yl)-benzoic acid in the first crop (4.0 g, 36%).

Workup

  1. filtrationfiltered
  2. washThe solid was washed with MeOH (300 mL) and methanol layer
  3. customwas evaporated

Sources & evidence

ORD record
ord-9ec2784c3122452ab24b9b7a84b8c317
Source dataset
uspto-grants-2015_11
Patent number
US09181226B2

Reaction notes

Loading…