4-Aminobenzylamine → HCID 178507621, compound

HRID 2236917Notes

Reaction equation

HRID 2236917 reaction equation
CO[CH:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[NH:6][C:5]1=[O:15].[NH2:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][NH2:22])=[CH:19][CH:18]=1>CN(C)C=O>[NH2:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][NH:22][CH:3]=[C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:14])[NH:6][C:5]2=[O:15])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 4278144-AminobenzylamineHCID 686923374-Methoxymethylene-4H-isoquinoline-1,3-dione

Product 1

HCID 178507621HCID 178507621, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 4-Methoxymethylene-4H-isoquinoline-1,3-dione (406 mg, 2.0 mmol) in N,N-dimethylformamide (250 μL) is added 4-aminobenzylamine (244 mg, 2.0 mmol). The reaction mixture is shaken at ambient temperature for 1.5 hours, then concentrated. Ethyl acetate is added to the solid residue that remained and the solid is recovered by filtration, rinsing with diethyl ether, and drying to yield 555.5 mg of 4-[(4-Amino-benzylamino)-methylene]-4H-isoquinoline-1,3-dione.

Workup

  1. concentrationconcentrated
  2. additionEthyl acetate is added to the solid residue that
  3. filtrationthe solid is recovered by filtration
  4. washrinsing with diethyl ether
  5. customdrying

Sources & evidence

ORD record
ord-9267f76d877741fa9f9c1701d70003c1
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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